best travel outfits over 50

The Comfortable Basics Women Over 50 Wear for Travel

As anyone who has ever accidentally worn something uncomfortable to travel in knows, it can make or break your day. I realize that this sounds dramatic, but as someone who used to travel in high-waisted, 100% cotton jeans (I know…), I can vouch. While we regularly cover the excellent airport outfits women of all age groups wear, I strongly believe that women age 50 and up are a great source of non-verbal style advice.

By the time you reach age 50, you've been traveling for decades and have gained plenty of wisdom when it comes to what to wear for any given occasion, travel days included. I studied the airport outfits of stylish women like Jennifer Lopez, Nicole Kidman, and Julianne Moore, and noticed quite a few patterns as far as the comfortable basics they wear are concerned. Keep scrolling to learn from their examples and shop the recommended travel basics.

Loose Trousers

If you're anti-jeans and anti-leggings when traveling (I get it), Julianne Moore's loose trousers are the answer. They also just so happen to be a trend right now. The blazer is optional.

On Julianne Moore: Louis Vuitton bag

Ballet Flats

Want something more polished than sneakers but equally comfortable? Follow Nicole Kidman's lead and wear a pair of ballet flats to the airport.

On Nicole Kidman: Zimmermann  Super Eight Ruffle Shirt ($595); Moynat Paris bag

While sweatpants may have once seemed sloppy, they're a trend now, and they happen to be J.Lo-approved. (Tip: Wearing a matching sweatshirt adds a bit more polish.)

WHO: Jennifer Lopez

Flat Ankle Boots

If you're going somewhere straight from the airport and want to look chic, forgo the sneakers and wear a pair of flat ankle boots as Andie Macdowell did.

WHO: Andie Macdowell

The beauty of a cashmere sweater is that it's warm but not bulky. It's truly the perfect thing to wear with jeans, as French actress Isabelle Huppert expertly displayed.

WHO: Isabelle Huppert

You don't have to look like you're going to the gym when you wear leggings to the airport. Just follow Viola Davis' lead and pair them with a wool coat and ankle boots.

WHO: Viola Davis

Skinny Jeans

Some may scoff at the idea of wearing skinny jeans on a plane, but if you choose a pair with stretch (like Yolanda Hadid did), you won't have any regrets whatsoever.

WHO: Yolanda Hadid

Next up, everything a stylish over-50-year-old is buying in 2020 .

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.

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Over 50? Here’s 25 Stylish Travel Outfits That Don’t Make You Look Like a Tourist

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If you’re traveling anytime soon – whether it’s the beach or exploring places outside your homeland, wearing the right outfit combination not only makes your overall look more stylish but also makes your travel even more memorable!

If you want to travel in style, here are 25 stylish outfits that you can take inspiration from for your next trip.

Table of Contents

Bright-colored wide leg jumpsuit

The bright hue infuses a youthful vibe into the ensemble, imbuing it with energy. The one-piece design of the jumpsuit streamlines the outfit, eliminating the necessity for coordinating separate pieces – this simplifies packing and guarantees a hassle-free travel experience!

Fit and flare dress and over-the-knee boots

This stylish outfit is a statement of wanderlust – the fit and flare silhouette of this dress has a comfortable yet flattering shape, keeping you stylish while providing freedom of movement. The over-the-knee boots add an unexpected edge and keep your legs warm and protected.

Basic white tee and linen wide leg pants

The simplicity of a basic white tee allows you to accessorize and layer as you please, ensuring ease of styling while on the go. The linen wide-leg pants, however, give an element of breezy chicness – they keep you cool and enable unrestricted movement, which is ideal for traveling.

Striped dress and tall boots

A striped dress has that flattering design that lengthens the body and versatile charm that’s perfect for any escapade. To enhance your ensemble, wear tall boots to achieve warmth and protection and add a hint of drama and edge to your look.

Denim jumpsuit

A denim jumpsuit is a stylish yet practical travel outfit choice as it offers durability and ease of movement, making it suitable for various travel activities. Its design provides a polished look without the need for coordinating separate pieces, simplifying the packing process.

Knit sweater and leather pants

The soft texture of the knit sweater provides a relaxed look and comfortable feel, ensuring both comfort and style during long flights or rides. The leather pants elevate your overall aesthetic while providing reliable durability and versatility as you perform different travel undertakings.

White waist-tie dress

The clean lines and simple silhouette of this white waist-tie dress create a classic yet modern look that is universally flattering. The waist tie adds a touch of femininity and allows for a customizable fit, ensuring comfort throughout long hours of travel.

Monochromatic beige outfit

When traveling, practicality is key, and a monochromatic beige outfit proves itself an ideal outfit for year-round travel – first, beige is a light and airy color that reflects sunlight, keeping you cool in warm climates. Conversely, it provides a subtle layer of warmth in cooler temperatures.

Cashmere sweater and brown leather pants

The luxurious quality of the cashmere sweater not only allows you to move easily and achieve a refined look but it’s also ideal for traveling to destinations with cooler climates. The brown hue of the pants adds warmth and depth, whereas the leather material provides resilience.

Leather jacket and jeans

The durable design of a leather jacket ensures longevity and its sleek silhouette makes it a confidence booster, making it an ideal travel companion for exploring bustling cities. When paired with jeans, you’ll achieve an easygoing fit without compromising on style.

Eyelet crop top and maxi skirt

The detailing of this eyelet crop top adds a hint of femininity, elevating the overall look with subtle elegance. The cropped length allows for unrestricted movement and ventilation, while the maxi skirt gives you a flowy silhouette and long length that protects you against the elements.

Sleeveless dress with subtle prints

Whether boarding a plane or exploring a new destination, the sleeveless style of this dress ensures comfort throughout the journey. Additionally, the subtle prints add visual interest to the dress without being overpowering, creating a refined and understated look.

Printed top and white wide leg pants

A printed top can inject personality and style into your ensemble, reflecting your tastes and preferences. The wide-leg pants, however, give a well-polished aesthetic while delivering ease of movement and breathability, which lets you navigate different travel activities and climates.

Long cardigan and leggings

The cozy fabric of the cardigan ensures comfort during long travel hours, while its loose fit allows for easy layering over other clothing pieces. Complementing the long cardigan are the leggings that come with a form-fitting fabric and sleek silhouette that flatters your figure.

Button-down shirt and vibrant wide leg pants

The button-down style of this shirt allows for easy adjustment and layering, ensuring versatility throughout the journey. The vibrant wide-leg pants, however, add a pop of color and personality, providing pure comfort and youthfulness to your overall appearance.

V-neck sundress

The V-neck design of this sundress adds allure to the outfit while also allowing for ventilation and airflow during travel. For women over 50, this outfit strikes the perfect balance between comfort and style, catering to their practical needs while maintaining a fashionable appearance. 

Red blouse and white jeans

The red color delivers flair to your outfit, making a bold statement without being overpowering. The white jeans, however, smartly contrasts your red blouse and give your entire outfit a fresh and modern balance.

Chiffon blouse and pleated pants

The sheer texture and flowy design of a chiffon blouse boost its lightness and airiness, which makes it ideal for traveling all day. The pleated pants are a practical and stylish partner, being wrinkle-resistant and adding visual interest to your lower frame.

White button shirt layered over Black V-neck

The crisp white shirt adds polish to the ensemble, while the black V-neck provides a flattering contrast and adds depth to the look. Additionally, the layering of these pieces allows for flexibility in adjusting to changing temperatures during travel, ensuring comfort throughout the journey.

Red turtleneck top and jeans

The fierce red color of this turtleneck top allows it to shine as the focal point in your outfit, while the classic silhouette of the jeans subtly balances it. This combination strikes a balance between casual elegance and practicality, ascertaining glamor and comfort during travel hours.

Sheer lace white top and khaki pants

The sheer lace fabric of the white top offers lightweight breathability, ensuring coziness in warmer climates. Plus, khaki pants boast design versatility and timelessness, making them an optimal choice for traversing diverse environments while maintaining a fashionable allure.

Striped long sleeve top and ankle-length jeans

The vertical stripes in this top give the illusion of a longer silhouette, complementing your figure. The long sleeves provide coverage and warmth from fluctuating temperatures; the cropped length of the jeans allows for ease of movement, making it easy to navigate different places.

White blouse and cargo pants

Wearing a white blouse gives you a very fresh and neat appearance, giving you a younger-looking complexion. The cargo pants, meanwhile, are quite a utilitarian pick since they have pockets for you to store your travel essentials.

Chi is 5’2″ founder of Petite Dressing , an online petite clothing store dedicated to women under 5’4″.  Petite Dressing blog is here to help you understand yourself and look your best ever.  If you are new, start here .  Visit my Youtube Channel. Comment below and share your thoughts about this post!

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30 Best Traveling Outfits for Women over 50 for Comfort & Style

Best Traveling Outfits for Women over 50: Hello, girlies! We realize that picking the right travel outfits isn’t as easy as they used to be a few years ago, but there is no need to travel clueless on what to wear. We’ll guide you through all seasons and fashion trends. We’ve all heard the saying ‘Age is just a number so don’t think you can’t look just as hip as your twenty-year-old self. There’s absolutely nothing wrong with investing in your style.

Planning a trip, as stressful it is, we will not let you worry about your outfits! You need to be comfy but with the right amount of class and just a dip of correct matching and voila! We’ve compiled 30 of the best traveling outfits for women over 50.

What To Wear When Traveling For Fifty Plus Women

Here are some tips to remember when choosing your travel outfits after you’ve turned 50:

• Always remember that comfort should be your number one priority to have an enjoyable trip.
• Try to mix and match instead of carrying a lot of luggage.
• Make sure to check the weather ahead of your stay so as to pack the right clothes.
• Make sure to carry a few formal clothing as well to enjoy a fancy dinner or a high-end restaurant.
• When choosing accessories always pick the classics so that they can work with more than one outfit.
• Don’t forget to look fabulous!

↓ 30 – Comfort First, ALWAYS

Rule #1 of traveling, I can’t stress this point enough. Comfort first, always! Please don’t take along clothes that make you feel even slightly uneasy. No need to stay edgy all day. Match a simple, lightweight shirt preferably dark in color with beige trousers & the most comfy-est trainers you own. Here are  30 Best Outfits of Female Celebrities Over 50-Fashion Ideas .

↓ 29 – Travelling in winter, why not?

Layering when travelling is difficult because then you’ll have to carry a lot of clothes, so it’s better to opt for a similar look as in the image above. Sweater, jeans and just carry one throw over to stay warm. Something that’ll match all the other outfits you’re taking along too. Carrying a shawl is entirely up to you.

↓ 28 – Comfortable Outfit for Flight

Have you been waiting for summers all year when you can finally plan a trip with your family? Well, we know exactly what you can wear and look fabulous! Sleeves or without sleeves are upon your comfort and the weather, but fitted clothes are an absolute no-no in summers. Wearing straight trousers and a matching airy shirt is ideal and with minimum accessories.

↓ 27 – Best Attire To Wear During Travel In Your 50s

When travelling by bus/plane/train/car, where reaching your destination might take you hours we prefer you to wear wrinkle-free outfits so you can look just as crisp as when you left. This beautiful dress will give the perfect traveling feel. Wear Knee-length tights underneath if you want to.

Another outfit that does not require much ironing is a printed button-down dress. These look great on women over 50 and are available easily in all price ranges. The one seen here is a gorgeous African print by Zurikenya.  The good thing about this store is that it isn’t just producing artistic and good looking outfits, but the outfits are also ethically made outfit and empower women. You can currently buy it from their store for about $145. For those who like to look fabulous when traveling, this is the look to go for.

↓ 26 – Carry Formal Clothes with you

Carrying formal clothes when traveling will help to stay prepared for formal dinners, or any fancy place you might plan to go last minute. Pair a silk blouse with a similar color skirt, and there you go! A subtle nude color can do wonders to your overall look. This gorgeous outfit will not only boost your confidence but also get you a lot of attention! Buckle up!

↓ 25 – Black- Always a Life Saver

Black outfits are a must-have when traveling! Afraid you’re a lousy eater? Wear black. Can’t decide if the gathering is semi-formal or casual? Wear black. Can’t match accessories? Wear black. Don’t have anything to wear? Wear black you know you’ll look stunning. Black would make you stand out with the minimum effort.

↓ 24 – Mix & Match

Rule #2 of traveling, carry clothes that go with more than one outfit so to carry minimum luggage. The image above is the perfect example. Three different looks but cool in each. Flaunt it!

↓ 23 – Business Trip

Who says you can’t look absolutely downright stunning while working? You can totally enjoy a serious business trip while you’re at it, look classy and keep your mind in the game.

↓ 22 – Relaxing Holiday- Cozy & Beautiful!

Planned a holiday trip with your friends? Need a break from life? Looking forward to a get-away weekend? Want to look attractive but still chill? These outfits are the answer to all your prayers. A simple and cute jumpsuit or a vibrant color basic dress is all you need.

↓ 21 – Travelling Solo

Once in a while, we all feel the need to explore ourselves, to look at the world from our own perspective only. The Fifties is just the right time to take this holiday trip with an open mind, return with new friends and memories but don’t forget to look your best self! This outfit will make you feel just right, pair it with heart-shaped earrings to give out chill vibes.

↓ 20 – River Cruises

These cruises are known to be the best option to have a relaxing vacation for older couples. We all need to spice up our married life after a few years, so we have just the right outfit to stun your better half! Not only will it make you look sleek but also way younger. We prefer you to pick the most eye-catching color and just smile! Check out these  15 Fashion Tips For Plus Size Women Over 50 .

↓ 19 – Party- Anywhere, Anytime

Traveling anywhere in the world can help you end up at a party, so pack your ultimate outfit for this night! Match a pretty pink skirt with a short shirt (Preferably with flamingo’s on it!) Oh and don’t forget to pack your heels!

↓ 18 – Casual

Feel like just going for a walk in the foreign country you’re staying at? Or doing nothing fancy and just chill? We totally get it. But you know you need to look gorgeous while doing nothing.

↓ 17 – Plus Size 50+

This super adorable check print shirt with skin-tight blue jeans will make you feel jumpy & and up for any kind of adventure. So what better time to wear this except when you’re traveling?

↓ 16 – Dress Sexy Over 50

Being told you look ravishing feels great, doesn’t it? Dressing up and feeling good about yourself is all the therapy you need. This red dress will have you showered in compliments in no time. (No harm in charming a few strangers when traveling, right?!)

↓ 15 – Wedding Bells

You are in a foreign place, and love’s in the air. Hands down the best sort of trips are when you’re traveling to attend a wedding. But the thing is you’ll probably meet your entire family, even the far fetch ones, so you need to look graceful.

↓ 14 – Easy to Carry on a Busy Day Planned Ahead

Does your trip involve constantly exploring one place after another? Then we totally recommended the above outfit.

↓ 13 – Workout Clothing

Alright, I know most of us tend to let ourselves loose when on holiday, but I’d rather tell you gorgeous women out there to hit the gym or go for a jog once in a while to keep your workout routine and your own self in shape or just take these pretty yoga pants with you and do a few stretches.check out these ;  12 Best Workout Outfits for Older Women

↓ 12 – Beach Outfits

Catch to-die-for sunsets and look great! This super short but loose blue dress with pockets would be perfect for the beach! Pair it with a pair of simple sandals. You can now fly anywhere without thinking twice about it!

↓ 11 – Outside the box?

Every time you travel to pick one outfit that you’d never go for otherwise because while you’re at it why not have your own fashion statement to stand out in the crowd where people might judge you, but you’ll never see them again.

While looking for clothes for 50+ women, I found this breathtaking beauty who’s in her late fifties but MY GOD! Is she a fashion icon! 100% recommend all her looks; she’s gorgeous.

↓ 10 – Travel Clothes for Senior Women

Women who are way above 50 need to look out for themselves even more while traveling so try to keep your inner fashionista chill & easy! This cheetah print dress is the perfect match for you! Here are  20 Amazing Hairstyle & Haircut Ideas For Women Above 50 .

↓ 09 – Comfortable Shoes for Traveling After 50

Don’t carry more than three pairs of shoes. And never opt for new shoes either so to stay in your comfort zone but still look hot! Trainers are a must when traveling regardless of where you’re going. Carry a pair of sandals like in the image above. Oh and a pair of heels obviously. And remember, never pack new shoes for traveling.

↓ 08 – Winter Hiking Outfit

↓ 07 – The Classics

Stripes have been, are, will always be in fashion. You can pair them with literally anything at any age and look amazing.  What better piece of cloth to take along when traveling that’ll match everything you might have to wear.

↓ 06 – Adding Colors and Patterns

Do opt for vibrant colors to give out happy-go-lucky vibes when traveling. Live your life like never before!

↓ 05 – Simple yet Chic

Don’t overdo yourself. Try to stay true to yourself and wear what you like, whether it’s in or not. All trips need simplicity. Period.

↓ 04 – Summer Travel Outfit

Have a look at these  30 Best Summer Outfits for Women Above 50 & Style Tips .

↓ 03 – Best Bottoms to Pack When Travelling

Khaki Pants or chinos will be one of the best bottoms that you can pack for an adventure and they work especially well with bright colored tops for some insta worthy photos.

↓ 02 – Modest Travel Outfit

In case you’ve to visit any holy place, you’ll have to keep your outfit in check. Even if there is no one physically enforcing the dress code, always observe it. Too much body exposure is most often frowned upon.

↓ 01 – It Took 50 Years to Look This Good

I decided to save my favorite traveling look for last! The color combo,  the appeal, the vibe! Just perfect! Sending love to all! Remember to travel light and look fabulous! Safe travels!

Frequently Asked Questions

Q. what is the best outfit to travel in.

A. 5 top easy traveling outfits for women over 50 to always have on hand :

• Sweater + Leather Pants + Oxford Shoes.
• Leggings + Turtleneck + Statement Coat.
• Bold-Hued Pants + Blouse + Sandals.
• Boyfriend Jeans + White T-Shirt + Trench Coat.
• Matching Jogger Pants + Shirt Set.

Q. What should you not wear at the airport?

A. Flip-flops and high heels are easy to slip off and back on at airport security, they’re not a good idea. And while sandals might sound good, even though if you’re headed to the beach also, remember that airplanes are notoriously cold.

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Stylish and Comfortable Travel Outfits for Over 50 – Essentials Guide

Are you tired of sacrificing style for comfort when traveling? As a mature traveler, finding the perfect outfit that is both stylish and comfortable can be challenging. But fear not, in this comprehensive guide, we will explore the best travel outfits for women over 50 that will not only make you look good but feel good too.

Whether you’re embarking on a weekend getaway or a long-haul adventure, these outfit ideas will inspire you to create stylish and comfortable looks that are perfect for any destination. With a focus on fashion for mature travelers , this guide is a must-read for anyone wanting to elevate their travel wardrobe.

Key Takeaways:

• Travel outfits for women over 50 can be both stylish and comfortable
• Prioritizing comfort and style is crucial when selecting travel outfits
• Building a versatile and functional travel wardrobe is essential
• Accessories can elevate your travel outfits and add a personal touch to your style
• Choosing the right fabrics and materials for your travel outfits can significantly impact your comfort

Travel Outfits for Over 50: The Importance of Fashion for Mature Travelers

As we mature, our fashion choices naturally evolve. However, this doesn’t mean sacrificing style or comfort, especially when traveling. In fact, choosing the right travel outfits is crucial to ensuring an enjoyable and stress-free trip. When selecting travel outfits for mature women, it’s important to prioritize both comfort and style.

Stylish outfits for mature women should include comfortable travel clothing for older women . Long flights, days spent sightseeing, and different weather conditions all require versatile wardrobe staples that can be mixed and matched. By prioritizing both comfort and style, you can create travel outfits that make you feel confident and put-together on any adventure.

Comfortable travel clothing for older women should include breathable, stretchy fabrics that allow for ease of movement. Look for pieces that can transition from day to night, such as flowy pants or a maxi dress that can be dressed up with a statement necklace. Additionally, comfortable shoes are a must-have for mature travelers, especially for those with foot problems.

Stylish outfits for mature women should incorporate current fashion trends while still reflecting personal style. Tunics, palazzo pants, and oversized blouses are just a few examples of fashionable travel outfits for women over 50 . Don’t be afraid to mix prints or add a pop of color to your travel wardrobe.

Remember, your travel outfits should reflect your individual style while also meeting the practical needs of your trip. By prioritizing both style and comfort, you can create travel outfits that make you feel confident and put-together while on the go.

Essential Wardrobe Staples for Traveling Women Over 50

When it comes to packing for a trip, having versatile and functional wardrobe staples is crucial. For women over 50, it’s essential to focus on both comfort and style. Here are the must-have wardrobe staples for fashionable travel outfits:

These wardrobe staples serve as the foundation for stylish travel outfits. By mixing and matching these items, you can create different looks for various destinations and occasions.

Here are some travel outfit ideas for women over 50:

• Pair comfortable pants with a flowy blouse and statement necklace for a chic and sophisticated look.
• Dress up a simple dress with a scarf and cardigan for a dinner out.
• Layer a sweater over a collared shirt and pants for a polished and stylish look.
• Pair a blazer with comfortable pants and a graphic tee for a trendy and versatile outfit.

Remember to choose pieces that can be mixed and matched to create different outfit combinations. With these essential wardrobe staples and travel outfit ideas, you’ll be prepared for any travel adventure.

Chic and Comfortable Travel Outfit Ideas

Mature travel fashion should be both chic and comfortable. When planning your travel outfits, it’s essential to select pieces that offer a balance between style and function. Here are some trendy travel outfits for older women that you can wear with confidence:

Outfit 1: Flowy Pants and Casual Top

A pair of flowy pants paired with a casual top is a versatile outfit for any travel destination. Choose lightweight fabrics like linen or cotton for ultimate comfort. Complete the look with a statement necklace and comfortable sandals.

Outfit 2: Maxi Dress and Denim Jacket

A maxi dress is a perfect travel outfit for a beachy destination. Layer it up with a denim jacket to add some structure to the flowy silhouette. Add a pair of stylish sneakers or sandals for a comfortable yet trendy look.

Outfit 3: Leggings and Oversized Sweater

Leggings are a comfortable and stylish option for long flights or road trips. Pair them with an oversized sweater for a cozy yet chic look. Add some ankle boots or slip-on sneakers to complete the outfit.

Outfit 4: Jumpsuit and Statement Earrings

A jumpsuit is a great option for a city destination. Choose a chic, tailored jumpsuit that flatters your figure. Accessorize with a pair of statement earrings and comfortable block heels.

These are just a few trendy travel outfits for older women . When putting together your travel outfits, remember to prioritize comfort and choose pieces that make you feel confident and stylish.

Styling Tips for Traveling Women Over 50

When it comes to chic travel attire for women over 50 , styling is crucial. Here are some tips to help you create polished and put-together travel looks:

• Stick to neutrals: When selecting travel outfits, neutral colors such as black, white, and gray are versatile and easy to mix and match. They also hide stains and wrinkles better than bright colors.
• Add pops of color: While neutrals are a safe choice, adding a pop of color can add some personality to your outfit. Try adding a colorful scarf or statement necklace to your look.
• Accessorize: Accessories can elevate any travel outfit. A chic hat or sunglasses not only look stylish, but also protect you from the sun.
• Layer: Layering is an excellent way to create a versatile travel wardrobe. Experiment with layering different textures and colors to add interest and depth to your outfits.
• Invest in comfortable shoes: Comfortable shoes are a must for any traveler, especially for mature women. Look for shoes that offer support and cushioning, such as sneakers or loafers.
• Choose the right bag: A well-chosen bag can complete your travel look. Look for a bag that is lightweight, durable, and versatile enough to go from day to night.

By following these styling tips, you can create chic and comfortable travel outfits that reflect your personal style and make you feel confident and put-together during your travels.

Packing Tips for Traveling Light and Stylish

Traveling light is essential for a stress-free journey, but that doesn’t mean sacrificing style. With these packing tips, you can have both!

First, choose versatile pieces that can be mixed and matched to create multiple outfits. Stick to neutral colors like black, gray, and beige for easy coordination.

Invest in packing cubes to keep your clothes organized and wrinkle-free. Use different colored cubes to identify different types of clothing, such as tops, bottoms, and underwear.

Opt for lightweight and breathable fabrics, such as linen and cotton, to stay comfortable during your travels. These fabrics are also easy to care for, so you can wash them in a sink or laundry room if necessary.

Roll your clothes instead of folding them to save space and prevent wrinkles. This technique also allows you to see everything in your suitcase at once for easier outfit planning.

Lastly, don’t overpack! Only bring the essentials and leave room for any souvenirs or items you may pick up along the way.

Comfortable Shoe Options for Mature Travelers

Choosing the right shoes is crucial for comfortable and enjoyable travels. For mature women, finding comfortable yet trendy shoes can be a challenge. Here are some shoe options that combine style and comfort:

Remember, it’s important to break in your shoes before your trip to ensure maximum comfort. Pack blister pads and moleskin in case you experience any discomfort during your travels.

Fabrics and Materials for Travel Outfits

Choosing the right fabrics and materials for your travel outfits can significantly impact your comfort and overall style. As a mature traveler, you want to look fashionable and chic while also prioritizing comfort. Here are some travel-friendly fabrics that you should consider incorporating into your travel wardrobe:

Remember to choose fabrics that are easy to care for and wrinkle-resistant to minimize the time you spend on laundry during your trip. Always opt for versatile pieces that can be mixed and matched, making it easy to create stylish and chic travel outfits.

Layering Techniques for Versatile Travel Outfits

Layering is a key technique for creating trendy and comfortable travel outfits for older women and mature travelers over 50. Layering involves wearing multiple pieces of clothing on top of each other to create a stylish, adaptable look that can easily be adjusted to changing weather conditions and different activities. Here are some useful tips to help you master the art of layering:

Start with a Base Layer

Begin by selecting a comfortable and breathable base layer, such as a lightweight t-shirt or camisole. This layer should be close-fitting and made from a moisture-wicking fabric to keep you cool and dry in warm weather. In colder climates, consider a thermal base layer for extra warmth.

Add a Mid-Layer

The mid-layer adds warmth and can be worn on its own or layered over the base layer. A cardigan or lightweight sweater is a versatile option, or you can choose a stylish blazer for a more formal look. A denim or leather jacket can also add a touch of edginess to your outfit.

Top it Off with a Jacket or Coat

The final layer is a jacket or coat, which provides additional warmth and protection from the elements. A lightweight raincoat or windbreaker is great for a day of sightseeing, while a cozy down parka is perfect for cold winter weather. Choose a jacket or coat that complements the rest of your outfit and is appropriate for your destination.

Bonus Tip: Accessorize with Scarves

Scarves are a fantastic accessory for adding color and texture to your layered outfit. Choose a lightweight, versatile scarf that can be worn in different ways. A silk scarf can add elegance to your outfit, while a warm woolen scarf can provide extra warmth in colder weather.

By mastering the art of layering, you can create fashionable travel outfits for women over 50 that are both comfortable and versatile. Use these tips to create stylish layered looks that adapt to any destination or weather condition.

Accessories: Elevating Your Travel Outfits

Accessories can take your travel outfit from basic to chic in an instant. They are a great way to add personality and style to your look without taking up too much luggage space. Here are some accessory ideas to elevate your travel outfits:

Scarves are versatile accessories that can be worn in many ways. A lightweight scarf can add a pop of color to a neutral outfit, while a thicker scarf can keep you warm on chilly evenings. Try tying a scarf around your neck or wearing it as a headband or belt.

A stylish hat can be both fashionable and functional. It will protect you from the sun and add a touch of glamour to your travel look. Choose a classic floppy sun hat for the beach or a fedora for city explorations.

Statement jewelry can instantly transform your outfit from casual to sophisticated. Opt for chunky necklaces, bracelets, or earrings to add some sparkle and shine to your travel wardrobe.

A belt can cinch your waist and add structure to your outfit. It can also be used to create new looks by adding definition to loose-fitting clothing. Try a wide leather belt over a dress or a skinny belt over a cardigan.

A stylish bag is a must-have accessory for any traveler. Opt for a crossbody or tote bag that is both practical and chic. Look for bags with multiple compartments to keep your essentials organized and easy to access.

With these accessories, you can elevate even the most basic travel outfits. Don’t be afraid to mix and match to create different looks for various destinations and occasions. Remember, a little bit of accessorizing can go a long way in enhancing your travel style.

Travel-Friendly Hairstyles and Makeup Tips

When it comes to travel, it’s important to have low-maintenance hairstyles and makeup routines that can keep up with our busy schedules. As mature travelers, we want to look our best without spending too much time fussing over our hair and makeup. Here are some travel-friendly hairstyle and makeup tips for women over 50:

When choosing hairstyles for travel, it’s best to go for low-maintenance options that can withstand the elements and long hours of sitting. Here are some travel-friendly hairstyle ideas for mature women:

• The messy bun: This hairstyle is perfect for those early morning flights or when you’re on the go. Simply tie your hair into a loose bun and let the pieces fall where they may for an effortless and chic look.
• The side braid: A side braid is a classic and practical hairstyle for travel. It keeps your hair out of your face and looks stylish without requiring too much upkeep.
• The ponytail: A simple ponytail is always a go-to for travel. You can wear it high or low and add a cute scrunchie or hair accessory to dress it up.

Remember to bring along any necessary hair tools and products, such as a travel-sized hairspray or dry shampoo, to keep your hair looking fresh and styled.

For makeup, it’s best to keep it simple and natural-looking. You want to enhance your features without looking overdone or spending too much time in front of the mirror. Here are some travel-friendly makeup tips for mature women:

• Focus on skincare: The key to looking great without makeup is taking care of your skin. Moisturize regularly and use a hydrating serum or oil to give your skin a healthy glow.
• Stick to the basics: When it comes to makeup, stick to the basics–a tinted moisturizer or light foundation, a neutral eyeshadow, and a natural-looking lipstick or lip gloss. These products are easy to apply and won’t take up too much room in your luggage.
• Don’t forget the sunscreen: Protecting your skin from the sun is crucial, even when you’re indoors or in a car. Use a tinted moisturizer or foundation with SPF or apply a separate sunscreen on your face and neck.

Remember to pack your makeup products in a clear, TSA-approved bag to make it through security, and bring along a travel-sized makeup mirror for easy touch-ups on the go.

Dressing for Different Destinations: Beach, City, and Adventure

Traveling to different destinations requires different attire to ensure comfort and style throughout your journey. As a mature traveler, it’s essential to consider your destination when planning your travel outfits. Here are some travel outfit ideas for women over 50 for various destinations:

Beach Vacation

When traveling to a beach destination, it’s essential to pack comfortable and breezy outfits that can transition from the beach to the boardwalk seamlessly. Consider packing a lightweight sundress, a wide-brimmed hat, and comfortable sandals. For cooler evenings, bring a light jacket or a cardigan to layer over your outfit. Don’t forget to pack a swimsuit and a cover-up for your beach days! Check out this outfit idea:

City Exploration

Traveling to a bustling city requires comfortable yet stylish outfits that can take you from sightseeing to a night out on the town. Pack versatile pieces that can be dressed up or down, such as comfortable pants, a blouse, and a blazer. Don’t forget comfortable walking shoes and a crossbody bag to keep your hands free while exploring. Check out this outfit idea:

Outdoor Adventure

If you’re embarking on an outdoor adventure, such as hiking or camping, pack functional and comfortable outfits that can withstand the elements. Consider packing moisture-wicking clothing, comfortable hiking boots, and a waterproof jacket. Don’t forget to pack a hat and sunglasses for sun protection. Check out this outfit idea:

Remember, no matter where your travels take you, comfort and style are key. Pack versatile pieces that can be mixed and matched to create a variety of outfits. With these travel outfit ideas for women over 50, you’ll be ready for any adventure that comes your way!

Tips for Staying Comfortable During Long Flights

Long flights can be uncomfortable, especially for older women. But with the right clothing choices, you can make your journey more bearable. Here are some tips on choosing comfortable travel clothing for older women :

Remember, comfort is key when it comes to long flights. Choose clothing that allows you to move around easily and doesn’t constrict your movement. With these tips, you can arrive at your destination feeling refreshed and ready for your adventure.

Section 14: Maintaining Your Style on the Go: Laundry and Packing Tips

Traveling can be tough on your clothes, especially if you’re constantly on the move. But don’t worry, there are ways to keep your stylish outfits looking fresh and clean throughout your journey. Here are some laundry and packing tips for fashion-conscious mature travelers:

1. Pack versatile clothing

The key to packing light and stylish is to choose versatile clothing that can be worn multiple times in different ways. Look for pieces that can be dressed up or down and mixed and matched with other items in your travel wardrobe. This way, you can create a variety of outfits without overpacking.

2. Utilize packing cubes

Packing cubes are a game-changer for staying organized and packing efficiently. Use them to separate your clothing by category, such as tops, bottoms, and dresses. This will make it easier to find what you need without having to unpack your entire suitcase.

3. Choose quick-drying fabrics

Quick-drying fabrics like polyester and nylon are ideal for travel because they dry quickly and are less prone to wrinkles. Avoid packing items made from heavy materials like denim or wool, as they take longer to dry and can be bulky in your luggage.

4. Hand wash when necessary

If you’re staying in a hotel or Airbnb, you can hand wash your clothes in the sink and hang them to dry overnight. Bring a travel-sized container of laundry detergent or use the shampoo provided in your hotel room. This will save you money on laundry fees and ensure that your clothes are always fresh and clean.

5. Use dry cleaning services

If you need to clean delicate items like dresses or suits, use the dry cleaning services provided by your hotel or nearby laundromat. This will ensure that your clothing is properly cleaned and pressed without the risk of damaging it in the washing machine.

6. Pack a small steamer

A small handheld steamer is a great tool for refreshing your clothing and removing wrinkles on the go. It’s lightweight and easy to pack in your suitcase, and will save you from having to iron your clothes in your hotel room.

With these laundry and packing tips, you can maintain your style and keep your travel wardrobe looking fresh and clean throughout your journey. Happy travels!

Traveling over 50 can be an exciting and enriching experience. However, it can also present unique challenges when it comes to selecting travel outfits and packing efficiently. With our comprehensive guide, you now have access to a wealth of information and ideas for creating stylish and comfortable travel outfits. Remember to prioritize comfort, versatility, and style when selecting your travel wardrobe.

Utilize our tips for packing efficiently, choosing the right fabrics and materials, and accessorizing your outfits to elevate your travel style. Whether you’re exploring a new city or soaking up the sun on a tropical beach, our outfit suggestions and destination-specific ideas will inspire you to look and feel your best.

Final Thoughts

Traveling is all about adventure and exploration, and your wardrobe should reflect that spirit. Don’t be afraid to experiment with different styles and colors, and always prioritize your comfort. With our guide, you can confidently pack your suitcase and embark on your next travel adventure with stylish and functional outfits. We hope you have a wonderful trip!

What are the best travel outfits for women over 50?

The best travel outfits for women over 50 are stylish and comfortable. Opt for versatile pieces that can be mixed and matched, such as comfortable pants and versatile tops.

Why is fashion important for mature travelers?

Fashion plays a significant role in boosting confidence and enhancing the travel experience. As mature travelers, it is important to prioritize comfort and style when selecting travel outfits.

What are the essential wardrobe staples for traveling women over 50?

Essential wardrobe staples for traveling women over 50 include comfortable pants, versatile tops, and cozy layers. These staples can be mixed and matched to create stylish travel outfits for any destination.

Can I look chic and still be comfortable while traveling?

Absolutely! Looking chic while traveling doesn’t mean sacrificing comfort. We provide a variety of travel outfit ideas that are both trendy and comfortable, including stylish dresses and cozy layers.

Are there any styling tips specifically for women over 50?

Yes, we share valuable styling tips specifically for women over 50 in this guide. From choosing the right colors to accessorizing, these tips will help you create polished and put-together travel looks.

How can I pack light and still remain stylish?

Packing efficiently is essential for stress-free travel. We provide packing tips for women over 50, focusing on traveling light while still maintaining a stylish wardrobe. From choosing versatile pieces to utilizing packing cubes, these tips will help you make the most of your luggage space.

What are some comfortable shoe options for mature travelers?

Finding comfortable and stylish shoes is important for travelers, especially for mature women. We explore different shoe options that offer both comfort and style, including supportive walking shoes and chic sandals.

What are some recommended fabrics and materials for travel outfits?

Choosing the right fabrics and materials for your travel outfits can significantly impact your comfort. We discuss travel-friendly fabrics that are breathable, wrinkle-resistant, and easy to care for in this guide.

How can I create versatile travel outfits using layering techniques?

Layering is a key technique for creating versatile travel outfits that can adapt to changing weather conditions. We share layering tips and tricks specifically for mature women, helping you create stylish layered looks that are both practical and fashionable.

How can accessories elevate my travel outfits?

Accessories can elevate your travel outfits and add a personal touch to your style. We explore different accessories, including scarves, hats, and statement jewelry, that can transform your travel looks from ordinary to extraordinary.

Are there any tips for travel-friendly hairstyles and makeup?

Absolutely! We provide travel-friendly hairstyle ideas and makeup tips specifically for mature women in this guide. Discover low-maintenance hairstyles and makeup techniques that will keep you looking fresh and put-together throughout your journey.

What should I wear for different destinations, such as beach, city, and adventure?

Different destinations require different attire. We provide travel outfit ideas for various destinations, including beach vacations, city explorations, and outdoor adventures. Find inspiration for every travel destination in this guide.

How can I stay comfortable during long flights?

Long flights can be exhausting, but with the right clothing choices, you can stay comfortable and arrive at your destination feeling refreshed. We share tips for selecting comfortable travel outfits specifically for long-haul flights.

Are there any tips for maintaining my style while traveling?

Maintaining your style while traveling often involves doing laundry and repacking your suitcase. We provide tips for doing laundry on the go and packing your clean clothes efficiently in this guide.

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Women over 50: Best Clothes to Create the Ultimate Travel Capsule (2022)

I am an over 50 woman, and I love to travel. I actually started this site because I love to think about travel, packing and especially packing efficiently. But, when I look online, it’s hard to find good guides for travel clothes for women over 50. Finding style tips for mature women can be hard, especially when the internet seems to be flooded with content marketed towards twenty-somethings.

Just because you’re not twenty and don’t want to wear short shorts and crop tops doesn’t mean you should have to sacrifice style while you’re traveling. Our travel capsule concepts apply to all women. However, this post, in particular, is meant to address US, Women Over 50 who want to travel with style. We want to dress in a classic style and have a travel capsule wardrobe that will be appropriate for all our activities. Let’s get to it.

What is a travel capsule? 

First things first, if you are new to She Packs Lite, you may need to learn about the travel capsule wardrobe, as it is fundamental to how we pack.

To put it simply, a travel capsule wardrobe is one in which you pack a curated selection of pieces for your trip. The collection has a color scheme, often neutral colors, and all the pieces mix and match to provide lots options for all the activities on your trip.

5-4-3-2-1 Travel Capsule Method

One of the keys to perfecting a travel wardrobe when you use our 5-4-3-2-1 method is to make sure that all of your pieces serve multiple functions. Wearing the same items in different ways is a perfect way to create a variety of looks without having to pack individual outfits for each day. To read more about travel capsule wardrobes, check out our post on how to pack a travel capsule here . 

Within this method, you pack: 

• 3 pairs of shoes, 3 dresses
• 2 bags, 2 hats, 2 necklaces 
• 1 jacket, 1 cover-up, 1 pair of sunglasses, 1 swimsuit

You’ll notice that the first three categories of items are pretty basic. However, you can mix these items up and choose things like skirts instead of pants. You’ll also want to take the weather at your destination into consideration when choosing these items. If it’s going to be warm, you may opt for more lightweight dresses, which will not only keep you cool while you’re exploring your fabulous city but will also take up less room in your suitcase. In colder weather, jeans are a good choice of travel pants because you can most likely wear them with every outfit you pack. You should also have a tank top or two for a base layer.  

PRO TIP : Start with quality items and wardrobe pieces from your own closet. You can supplement with less expensive items to fill in the gaps, but you want the basics of your capsule to be good quality and to fit well.

After you have your basics covered you can start to mix up your outfits and accessorize more with the smaller items you pack. Scarves, jewelry, and hats can really change up an outfit and they’re a great way to let your style shine through when you’re wearing clothes that are plainer. 

PRO TIP : Two pieces jumpsuits or skirt/shirt combos in your color scheme are GREAT additions to your travel wardrobe. You can use them to mix and match into different color combos and have that many more looks to choose from!

Travel Clothes for Women Over 50: Some of Our Favorites

As an Amazon Associate, this post contains affiliate links. We earn from qualifying purchases on Amazon, and also from other retailers you may find on the site.

Travel Tops

Mix and Match is the key! Basic tops can be the core of every capsule wardrobe and you want to be able to layer. A nice shirt and a lightweight sweater can serve you in so many situations. From a cut perspective, I stay away from bodycon, but at the same time do like a cut that is not too boxy. Ruching can also go a long way to hide lumps and bumps! I personally like v neck tees for my wardrobe, but find the cut that suits you best.

Travel Bottoms

Again, you want to be able to mix and match all your tops and bottoms to create different looks. You want to find comfortable pants that are also stylish.

Travel Shoes

Comfort is your main goal here. For long days of walking you will want supportive shoes that will handle the terrain of your destination. And if you have a fancier event, oftentimes a nice pair of sandals will serve you well. It is a rare trip where I bring heels these days.

Travel Dresses

Travel Purses

Travel Clothes for Women over 50: Important things to consider

Pick items that serve a purpose .

5-4-3-2-1 packing works for formal trips as well as casual. Consider the weather where you are going and what activities you will do. For example, if you are going to Lisbon for a week of sightseeing and dining out, your choices of tops and bottoms will be entirely different than if you are heading to the mountains for a casual week of hiking,

Still confused? Check out this actual Travel Capsule Wardrobe from a recent trip I took to Portugal!

Choose a color scheme 

One of the most important things you can do to make your travel capsule wardrobe successful is to stick to one color scheme throughout the course of your packing. Pack things that can be mixed and matched to create different outfits, so choosing items that are within the same color scheme will ensure that all of your items work together, not just as specific outfits. Picking neutral colors makes this super easy. Of course, if you have a favorite piece that is brightly colored or patterned, you can always work that into your travel capsule as well. Matching a vibrant top with a pair of pants is much easier when your pants are all neutral or solid colors. Trying to create outfit combinations with multiple prints or colors is where it can get tricky.  

Make sure your shoes are multipurpose

Shoes are a major consideration when packing travel clothes for women over 50. First of all, comfort is queen! We always suggest bringing a comfortable pair of walking shoes wherever you go, because more than likely, you’ll be doing a lot of walking. A cute pair of street sneakers can be supportive and comfortable, but they can also be worn with different outfits.

Next, never pack more than three pairs of shoes! If you’re panicking and thinking “ That’s not enough!”, don’t worry. If you’re being mindful while choosing your shoes, three pairs are all that you need, no matter how long your trip is.

These Astral Women’s Brewess sneakers are also day hiking shoes and they were AWESOME on my trip to Portugal. I was able to use for cute outfits and day hikes without issue.

If you’re traveling in the summer months, you’ll probably also want to pack a pair of flip-flops or sandals. These aren’t great for walking, but for beach days or nights out, they’ll work great. Fashionable sandals also work great for those dressier occasions when you don’t want to wear heels. High heels look great in the moment, but they’re not comfortable, so when you’re making shoe choices, really consider what shoes you’re going to be comfortable in and which ones you can wear with multiple outfits. So if you have a formal night or special event planned for your trip but you don’t want to take up one of your pairs of shoes with a pair of high heels that you’ll only wear once, a nice pair of sandals is the way to go. 

Pack clothes that make you feel good

One of the best things about maturing into your style as you get older is that you can start taking comfort into account. We’ve all squeezed into a pair of skinny jeans that were two sizes too small when we were younger, and you probably don’t have any desire to do that anymore. As you get older and start to look for the best travel clothes for women over 50, you want to dress for your body type. You definitely want to take that into account when you’re packing for your vacations. It’s tempting to buy new clothes for a trip so you can look stylish while you’re abroad, but keep in mind that if you want to pack light, these are things that you’re going to have to wear multiple times, so you should be comfortable wearing them. And importantly, you want to feel good in them!

This is especially true for travel days. If you’re headed somewhere international, you probably have a few long flights ahead of you. Being comfortable on the plane is the best way to make sure your vacation is off to a good start. If you’re not on a business trip or flying first class, yoga pants are some of the best travel clothes because they’re comfortable and they’ll keep you warm when the airplane air conditioning kicks in.

Long Flight Ahead? Check out our favorite pants for long flights.

Choose outerwear that can be worn with multiple outfits

Outerwear can be some of the bulkiest clothing that you’ll have to pack, so that’s why we have limited outwear choices to 1 in our travel capsule wardrobe method. On long trips, even in the summer, you should have at least one jacket to keep you warm if the weather turns bad or you get caught in the rain. It’s no fun to be in a foreign country without a raincoat or jacket. If it’s you don’t expect cold weather where you’re going, a leather jacket is a nice choice that can be matched with a lot of different outfits. 

For winter travel, your coat or jacket will probably be a lot larger than it would be in the summer. If you find that you don’t have any room in your suitcase for a large winter coat, you can always wear your coat on the plane to avoid having to pack it in a small bag. Especially in the winter, you should choose a coat that goes with all of your outfits. It’s unlikely that with all of the other bulky items you’re going to pack that you’ll have room for a second warm coat. 

Think about the time of year that you’re traveling 

The time of year and the weather in your destination will have a large impact on the clothes you pack, so it’s important to do a little bit of research ahead of time. The good news is that summer vacations and cruises are a lot easier to pack for, simply because your clothes for those climates are inherently smaller than winter clothes. Cruise fashion mostly consists of swimsuits and dresses, so those trips don’t require as much planning. 

However, if you’re traveling to a country that has volatile weather in the spring or fall, that’s important to know while you’re packing. A quick Google search will usually tell you what kind of weather you can expect at your destination.  

Pick wrinkle-resistant fabrics and other good travel fabrics

When you’re packing light, you likely use a packing method like the rolling method or packing cubes . These can be great space savers, but they can also lead to wrinkly clothing. An easy way to avoid this is to pack wrinkle-resistant clothes. This is pretty easy in the summer because we tend to pack lightweight clothes anyway, but during other times of the year, it takes a little more planning. 

A lot of wrinkle-resistant clothes are also very flattering because they tend to be flowier. If you struggle with finding clothes that make you feel confident, opt for a looser-fitting top or pants. This also goes for dresses in the summer, flowy wrinkle-free fabrics will keep you cool and they’re a great way to show off your style without having to pack too many separate items. If you like incorporating different colors into your daily looks, pick a bright or patterned dress for your next trip to help mix up your outfits while keeping your packing list light. 

But, for example, if it’s cold where you’re traveling and you pack a lot of very thin shirts because they look good even if they don’t keep you warm, you’re not making the best use of your limited space. Instead, a merino wool base layer will keep you from freezing while you’re walking around the city and it will be comfortable and stylish at the same time. Think of what you would wear at home if you weren’t traveling. If it is not something you would choose to wear at home, even if it is “travel clothes”, don’t bring it. You want to be comfortable and feel good on your trip. Try to keep your packing list confined to things you would normally wear. 

FAQ: Travel Clothes for Women over 50

Still have questions about what you should pack in your travel capsule if you’re over 50? We have some tips to help you keep your wardrobe and your travel outfits both comfortable and stylish while you’re traveling abroad. 

What should you not wear over 50?

If you’ve been looking around online for some style tips as a mature woman, you may have seen articles telling you what not to wear. We don’t really like these kinds of blog posts because we think you should wear what makes you comfortable, not what someone else thinks you should wear. If you feel confident wearing something, don’t let the internet tell you that it’s “too young” for you. 

How can I look trendy at 50? 

A big part of looking trendy when you’re 50 or older is starting with a good set of basics. We mentioned this in our guide to packing the ultimate travel capsule, but it’s true for real life as well. Some good basics to have are a stylish pair of jeans or black pants and a few solid-colored shirts. You can accessorize your outfits with different pairs of shoes, jewelry, and outerwear. Keep up with fashion trends if you want, but you can never go wrong with a classic style. 

What style should a 50-year-old woman wear? 

Again, classic styles are always a great way to go when you’re searching for a more mature style, especially while traveling. It is possible to achieve both comfort and style over 50! You can make the classic items in your wardrobe more suited to comfort if you want, that won’t make them any less stylish. 

We hope you like this post of about Travel Clothes for Women over 50. Please share it with your friends on Facebook, Twitter, and Pinterest!

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I am 75 and heading to San Diego in November for 5 nights. What to take in a carry on?

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Best Comfortable and Chic Travel Outfits for Women Over 50

March 22, 2023 By Cindy Hattersley 46 Comments

I want my travel clothes to be stylish, but I also like to pack pieces that I can wear multiple ways many times to create different looks . Travel outfits in my opinion should be as wrinkle resistant as possible with the ability to layer. Let’s talk about the Best Comfortable and Chic Travel Outfits for Women Over 50.

What to Pack

If you take a few black and white pieces, add your favorite pop of color, and fun accessories you can easily create a travel wardrobe that fits in a carry on for a five-seven day trip. I would shoot for taking two pairs of shoes and maybe a pair of sandals or flip flops depending on the time of year. Sneakers apparently are “de rigueur” with everything these days. I have linked all available items or similar at the bottom of the post.

I would take the five organic terry pieces that I featured in my post How to Make Sweatpants Look Chic Over 50 and add two key pieces from Alembika, the Kylie Jacket and their Iconic Stretch Jeans. You can use the code CINDY20 for 20% off .

A lembika sent me this great Kylie jacket and I am in love! I am wearing it with their iconic stretch jeans , gelato sneakers , (I buy mine locally at shoe tree Paso Robles) michael stars tee ,and an older MJ Wallace bag. This jacket is wrinkle resistant and could be styled numerous ways. I would wear this on my travel days without jewelry so you can clear airport security easily.

The Kylie jacke t is great for layering. You could also add a scarf or a cashmere wrap for extra warmth on the plane. It could also be worn as a dress during your stay with sneakers or dressed up with a pair of flats.

When Alembika suggested these iconic stretch jeans I wasn’t sure about them. She said they are one of our best sellers. Yael the owner designer said I think you will love them. She was right. The fabric is flattering, forgiving, and comfy. They have enough weight to keep you warm on the plane but are lightweight enough to be worn like this on a warmer day.

I am wearing my favorite Michael Stars t-shirt in white here with the iconic jeans. I like this Michaels Stars tee because it has 3/4 sleeves, a much more flattering length for women my age.

Here I styled the Kylie jacket with a red Michaels Stars tee and the Eileen Fisher organic cotton terry crops that I love. The huge pockets are big enough to hold an ipad! I normally try to wear the same thing going and coming when traveling. I would wear which ever pair of pants were less for the wear!

All of these Eileen Fisher french terry items (except for the long jacket below) are on sale so now is a good time to pick them up. I know many of you have and love them. If our weather was more normal for this time of year, I would be living in these pieces.

Here I am wearing the Eileen Fisher Organic Terry Pants & Sweatshirt with a linen scarf. You could easily add a lightweight cotton or Cashmere shawl as well .

My friend Wren featured here on Ageless Style, turned me on to these Olukai sneakers . She said she wore them all over Europe. They are great for Summer because they are perforated and the backs can also be worn down if you are prone to blisters.

Here is an example of how you can “dress up” sweats. If I were on a 5 day trip I would probably not bring these leopard mules although they don’t take up much space. I would replace them with a pair of birdies that could be worn with the Alembika Kylie jacke t as a dress for dinner out. This fun horn jewelry is lightweight and takes up little space. My pair of sunglasses are from Specs by Kyla in Atascadero. from Alba Optics . These are super lightweight and would be great for travel.

I have really become fond of the crossbody/ waist bag. Although I never carry them on my waist. I have the Athleta Excursion bag in black and I carry it nearly everyday. It is big enough for a small bottle of water, sun glasses and wallet. It also comes in pink and white if black is too boring for you. This price-friendly old navy sweatshirt and amazon sweatpants could be substituted for the Eileen Fisher if price is a concern. The amazon pants have good reviews and the old navy sweatshirt is a favorite of mine. You can tuck in a pair of yoga pants or leggings easily as well for hiking, workouts and walks.

SHOP THE POST

If you are packing for a five-seven day trip the key is to keep your travel capsule wardrobe simple, so it will all fit in your luggage. A neutral color scheme is best. I added in a pop of color for fun. I kept the jewelry and accessories simple. If you were traveling on a business trip you would need to substitute some skirts or dresses or a blazer. A swimsuit could be added if there will be a pool. This trip is meant to be a short casual trip so keep the packing list simple. You can always add a sweater or two, and scarves take up very little space.

Thank you for reading the Best Comfortable and Chic Travel Outfits for Women Over 50. What are your best traveling outfits? Do you have some go to items that you consider your best travel clothes? Are both style and comfort important to you when traveling on vacations? Let’s get this conversation going.

EDITORS NOTE :

USE CODE CINDY20 to receive 20% off anything at Alembika

MICHAEL STARS IS HAVING 20% OFF ALL OF THEIR TEES

SOME OF THE EILEEN FISHER ITEMS ARE ON SALE AS WELL

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Reader Interactions

April 18, 2023 at 7:13 am

Just a note to readers that I held my breath and ordered the VERY expensive Frank & Eileen Carmel Travel Set and was so disappointed. I travel a great deal but I hesitate even leaving the house in this it looks so unflattering. No shape to the top whatsoever. Bottoms too wide at the bottom even for flare. Over $400 for this?

April 18, 2023 at 7:54 am

Thank you so much for sharing. I hope you did not think I recommended that? It is very similar to the Eileen Fisher that I did recommend and am very happy with. I wear them all the time.

March 27, 2023 at 9:56 am

Super choices Cindy! You have such style!!! and your hair is gorgeous…I am jealous. What size do you wear in the EF crops?

March 28, 2023 at 7:43 am

I wear an XS in most everything Eileen Fisher

March 25, 2023 at 11:39 am

Love , love , it all. You cannot go wrong with the red accents. We just returned from. Vacation so will keep your post in mind for my next trip. . Love your posts!

March 28, 2023 at 8:24 am

Thank you so much!

March 23, 2023 at 7:55 pm

Cindy, Every look is perfect! I love the Amelbika long jacket! It looks so good with the black pants and red sneakers! You have the best style Cindy!

March 24, 2023 at 7:36 am

Thank you! That Alembika dress is cut to flatter, and it is very comfortable. You need that dress! It spells Annie!

March 23, 2023 at 4:06 pm

Just bought the set in white. Love Love Love EF!

March 24, 2023 at 7:40 am

I absolutely adore those pieces! If our weather would warm up just a tad…I will be living in them!

March 23, 2023 at 2:53 pm

Love everything about this, and you look great in each outfit! You show so much versatility and I’ve saved this to use as a reference for future travel! (Wow – love that Kylie jacket) Hope you’re staying safe (and dry) with all the rain.

March 24, 2023 at 7:41 am

Isn’t that Kylie jacket wonderful? I had a similar jacket from Artful Home that I must have left somewhere. This is a great replacement!

March 23, 2023 at 11:41 am

Cindy…love all these stylish looks. What an awesome jacket!

Hi Mary Ann

Thank you so much! That jacket is fabulous. I will be taking it with me on my travels!

March 23, 2023 at 11:33 am

Cindy, I would wear each of these outfits even if I was only going to a friend’s house. You have such great style and I always leave with new ideas for my own wardrobe. Karen B.

March 24, 2023 at 7:42 am

I am so happy to hear that KB! You are the best. I so appreciate you!

March 23, 2023 at 7:11 am

Love this post Cindy – I have never been able to pack successfully with a capsule. Every time I see one of these posts, I think “maybe next time”. I am usually traveling with Chip on business, so we have to pack for pool/beach, sightseeing, hiking/jogging/biking and then dinners at night! Whew. If I won the lottery, I would hire a cook and a packer….🤣

March 23, 2023 at 7:26 am

The other issue is how unpredictable the weather can be. We traveled to Italy the year it snowed and was freezing cold. I packed a pair of flip flops for the shower etc., and ended up wearing them the entire time. I never wore my boots once!

March 24, 2023 at 9:04 am

I hear you! My weather app was completely wrong for Hawaii in January and for Charleston in March!

March 22, 2023 at 6:49 pm

Cindy Love your new haircut…you found the right hairdresser ! Color , shine and movement!!

March 23, 2023 at 7:28 am

Thank you, yes Edward Tedeschi is really good. I highly recommend him. Anyone unhappy with their stylist that is coming to the area might benefit from scheduling an appointment with him and have your hairdresser try and copy the cut.

March 22, 2023 at 3:46 pm

Love all of your black and white outfits with pops of red! I’m interested in the Michael Stars tee, but not sure if sizing… What size do you wear?

March 23, 2023 at 7:29 am

I wear a small but think a medium would work as well. I have never shed the covid pounds unfortunately. I need to get back to weight watchers!

March 27, 2023 at 6:05 am

Thanks so much, you’re the best!

March 22, 2023 at 2:24 pm

Fabulous post! I love it. But I really wanted the Michael Stars T shirt in red. I need it and only available in sizes too small or too big. Maybe I can settle for black.

Thanks for the great post Cindy. Now if the weather improves I could wear things like this. Stuck in my winter wardrobe!

Darn it! I can see you in that red tee…check eBay and poshmark. I just picked up a brand new black one there!

March 22, 2023 at 12:28 pm

Thanks for the interesting post on travelwear. I’m inspired also by your natural hair color and am attempting the same. Love the variety in your clothing selections and may look for the purse.

March 22, 2023 at 1:45 pm

I have never regretted going silver. I hope you will feel the same way!!

March 22, 2023 at 10:56 am

Love it all! I want every single piece.Love your style!! Perfection!

March 22, 2023 at 1:46 pm

Thank you so much!!

March 22, 2023 at 9:25 am

I agree that you can’t go wrong packing black, and white with an accent color. Love what you put together, Cindy! I always add a couple long vests, too. They can be very versatile and go well with scarves.

March 22, 2023 at 1:47 pm

I think you can work with whatever neutral works for your coloring. I love long vests. They are so flattering, and LOVE scarves!

March 22, 2023 at 9:14 am

Thanks so much for today’s post. It was perfect timing for my upcoming trip to Phoenix. I’m definitely going for mix & match using my color palette.

March 22, 2023 at 1:48 pm

Have a wonderful time in Phoenix. The weather certainly has been challenging here!!

March 22, 2023 at 8:34 am

I bought a pair of black pants, comfy tie waist with large zipper pockets from Target. I keep my passport, drivers license, global entry card with me at all times zipped up in my pants. Easy access to my cards, no digging in my purse. I do black white and tan with animal print scarves etc.

March 22, 2023 at 8:29 am

What a terrific post, Cindy! I tend to overpack when I travel and this reminds me that I don’t need to have tons of clothes to look stylish. Thank you!

March 22, 2023 at 8:13 am

Whats with the red bag being tucked up under THY BOOB! You are ready for the GYPSIES in ITALY! ALL THE CLOTHING IS CUTE ON YOU…………..

March 22, 2023 at 8:07 am

I totally agree with your recommendation for packing black and white. I usually will wear comfy black stretchy pants while on the plane, with white t-shirt. Lots of mixing and matching during the trip, yes, simple, non-expensive jewelry, a pair of jeans, comfy tennis shoes (be sure you bring a “matched” pair, not like me who accidentally packed two different pairs of white tennis shoes and had to buy a pair for the rest of the trip!) LOL!

March 22, 2023 at 7:37 am

super cute! You look adorable in everything, but I think my fave is the white Eileen Fisher top and cropped pants! Flattering and I love the white with your hair. We are renting a house in Carmel by the Sea for a month and I am really trying to pull together a bunch of cute things to take me through beach walks, dinners out, babysitting etc.. I think the Eileen Fisher outfit will be perfect (Frank and Eileen has a similar one I am eyeing, too) Thanks, as always, for your inspiration!

March 22, 2023 at 7:23 am

Cindy: These posts are wonderful, Thankful for ya honestly just got to a point of forgetting how to dress, as Winters, Renovations of the old farmhouse……… ( Nothing like when we resided in Big D.

Love all of these ya featured.

Thank you, Time, Work, Details, in each and every post, Fashion, Interior and Exterior decor, Gardening, Food💛💚🌷🌼

March 22, 2023 at 7:01 am

Since I don’t wear black, white or navy, perhaps beige (I’m of fall coloration) brown and red? Love your casual style. And your smile.

Thanks for sharing your vast wisdom.

March 22, 2023 at 9:11 am

I’m with you there, Rose. Great collection but not the colours I can wear. I ‘d choose a warm beige as the base, wear brown leathers, and scarlet red & olive for colour pops. Black has been relegated to a few items, with colour around my face. White is too harsh for me. I have been having a lot of fun editing my clothes to wear mostly warm rich fall colours …I love colour! This collection is so helpful, but interchangeable with what works for each of us personally. A good reminder of editing before you close that suitcase 🧳 Thanks, Cindy

March 22, 2023 at 6:59 am

Could you please tell us where to find the horn jewelry. Love your travel outfits!

March 22, 2023 at 7:07 am

If you click on the eileen fisher post the horn jewelry is linked there! You can also always click on shop my Instagram under shop for all the outfits featured. The bracelets are vintage but I have linked similar Here you go: https://rstyle.me/+q_eKk5wH9o2LYpYyJwkR-Q https://rstyle.me/+-a62bHsqoN6uJVlPf4XuTg https://rstyle.me/+LpDp2VTutuMPI_iFbovSDg https://rstyle.me/+jpyhge5OB2mxyoz5HLXBaA

March 23, 2023 at 6:47 pm

This is so timely. I too have a black and white wardrobe with accents of red. My husband looked at your list and said you must have been in my closet! We are headed for Europe for a Rhine River cruise in May. I’ve been playing around with my wardrobe and discovered your post. I am Asian so the red accents are easy to come by. I already have similar items in my closet and I have come up with similar items. Our styles are similar. Thank you for this post. What is the link for the red purse you have in this capsule?

March 24, 2023 at 7:39 am

The purse is no longer available. It is MJ Wallace. I linked a very similar one. MJ Wallace is no doing one similar in pink…not my thing. I am so glad you found some inspiration and have a fabulous time on that cruise1. I can’t wait for Steve to get off his scooter so we can travel again! Going to Stanford today!

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Your Ultimate Travel Wardrobe: Over 40 Outfit Ideas from ONLY 14 Pieces!

Travel capsule wardrobe.

Are you headed on an exciting trip soon? Well, if you’re trying to look stylish but pack light, this post is for you. I’m taking only 14 pieces and creating over 40 outfits that you can easily fit in a carry-on suitcase! This mini travel capsule wardrobe is specifically designed for casual travel and I’m sharing ways you can style each piece for simple, but chic, travel outfits you’ll love wearing during your next trip. With this minimal, comfortable, and functional travel capsule, you’ll even have room left over in your suitcase for shopping!!

For more outfit inspo, you’ll love our Spring Lookbook with 40+ outfit ideas for EVERY event you have coming up. Everything from a simple coffee date to what to wear for weddings, graduations, travel, and more! Get access HERE .

Importance of Shoe Selection

The first and most important thing to consider when building your travel capsule wardrobe is…the shoes. We have to cover these first because they will determine the outfits we’re building throughout the rest of this post! The key to the perfect travel capsule is to minimize what you’re bringing and to make sure that everything you pack mix and match together. Consider your shoes as an anchor for your travel wardrobe. Starting with shoes will help you narrow down your outfit choices and plan practical, stylish outfits more easily. I recommend three pairs of neutral, versatile shoes. I recommend you pack a pair of sneakers, flats, and wedges or heeled shoe. Throughout this post, you will see these three pairs of shoes styled with every outfit… (BTW, for those that don’t like or can’t wear heels, swap the heels for another pair of flats.)

Dolce Vita Sneakers

Instead of a basic pair of running sneakers, consider wearing elevated sneakers like this pair by Dolce Vita. They have cool stitching throughout and actually look very similar to my Chloe sneakers that I wear all the time…but are just as comfortable and a fraction of the price! They’re a very neutral, versatile, wearable off-white color, super comfortable, and have a small platform (1 1/2 inches) for some added height which I love .

Dolce Vita Braided Flat Sandals

For a travel capsule wardrobe, you should look for a pair of flats in your skin shade that has a little extra design detail that makes them more stylish. These Dolce Vita flats are close to my skin tone and have a pretty braided detail. The braiding makes them even more stylish without compromising fashion or function. They are also easy to get on and off.

Dolce Vita Wedges

Next, you’ll want a pair of wedges or heeled sandals for dinners or when you want to feel a little more dressed up. These wedges are also by Dolce Vita, easy to get on and off, super comfortable, and they color is so neutral that they’ll go with everything!

White Tank & White Jeans

The white tank had a resurgence in 2022 and it’s still going strong. White tanks have never been out of style, but they’re even more popular now than ever. Plus, it’s a wardrobe basic you’ll wear beyond travel especially for layering. In the outfits above, I’m wearing a white tank by Evereve that’s SO good. It has thick enough straps that are set out a little further on the shoulder so you can still wear a regular bra with it (big win!). I paired it with some white jeans by Good American that are cropped (perfect for petites!), aren’t see-through, and are very comfortable. They run a little small, so I’d order up one size. You can see that they work perfectly with the sneakers, flats, and wedges too!

Sizing: All of the pieces in this capsule run true to size except the white jeans and the denim skirt (below).

What Bottoms to Pack for Travel

A quick note about what bottoms you pack for travel … another anchor for your travel wardrobe is your bottoms, just like shoes. This means that everything you pack for your next trip should work around your shoes and your bottoms. In this capsule, I’m featuring a pair of white jeans, a denim skirt, and black wide-leg pants. But in your travel capsule, you might include or add light-wash jeans, denim shorts, a flowy skirt, and/or white wide-leg pants…or whatever you prefer. These are simply meant to give you an idea of how your travel capsule can/should work!

Black Tank & White Jeans

Next up is a black tank by LNA that’s very soft, lightweight, and breathable. It’s super easy to throw on with whatever bottoms you’ve packed and feel stylish, put-together, and comfortable. It has a cool cutout detail at the chest, a ribbed fabric, it’s sleeveless and you can wear a regular bra! This is perfect for those super hot travel activities you have planned. I paired it with the same white Good American jeans and all three pairs of shoes. We’ll be repeating this formula to show you just how versatile each piece is and to give you ideas on how to put together your travel capsule. These first two looks are very casual and would be perfect for running errands, sightseeing, lunch, etc.

By the way, we also posted a video over on YouTube if you want to see these outfits in motion you can find that here .

White Tee & White Jeans

Next up is this cool Nation LTD tee. I own a few tees from this brand and love the design details they add that make them look more like blouses. They elevate a look more than a normal white tee and are much more fashion-forward. This tee has a subtle puff sleeve, ruching in the front, and a flattering v-neckline. I styled the tee half-tucked into the white jeans with a brown belt but  you could easily leave it untucked too. By the way, if you don’t love puff sleeves, Nation LTD makes so many amazing elevated t-shirt options. You can look at other styles here .

White Eyelet Top & White Jeans

This white eyelet top by Evereve is a beautiful, high-quality piece that’s perfect for your summer wardrobe. I love the pretty eyelet details, the subtle puff sleeves, the breathable and lightweight cotton, and the length! The hemline is short enough so you can leave it untucked and it’ll still look polished.  The top could also double as your swimsuit coverup, which is a packing pro tip! 😉 I styled the top again with the white jeans and all three pairs of shoes. See how versatile these shoes are? The exact top is no longer available, but I linked a similar one below.

Blue & White Striped Top & White Jeans

Next up is this blue and white striped top by LNA. I love how classic and versatile this piece is and I know I’ll wear it all summer long. One of my favorite things about this top is that there’s a button at the sleeve that allows you to raise the sleeve without actually cuffing it, which is really lovely and looks very cool. At the hemline, you can cinch it and tie it to give it a cool bubble hem look. But I cinched it, tied it, and tucked it into the same white jeans and sneakers, flats, and wedges.

Printed Blouse & White Jeans

Farm Rio is a brand I’ve fallen in love with! They make vibrant, beautiful prints in amazing high-quality fabrics… and the fits are amazing. This blouse is bold and beautiful, feels very summery and tropical, but is also very wearable. The neckline and sleeves are very flattering and forgiving. It’s also 100% cotton and very lightweight so even though it has long sleeves, it’s very breathable. (While the exact top is no longer available, I’ll link some similar options below.) I’m wearing it with the white jeans and really love this combination of the bright colors against the white. And of course…I added the brown belt and styled it with the sneakers, flats, and wedges. Are you seeing the pattern here? 😉

Black Pants

I wanted to give you another bottoms option that wasn’t a pair of jeans, so I’m styling a pair of black, wide-leg pants by Evereve. They are a super lightweight, sporty fabric, they have pockets, and they’re very comfortable. They have the feel of yoga pants but the look of smart, stylish trousers. These pants run a little long on me (I’m 5’4”) but you can see how they look with the sneakers and the wedges above. I styled them with 5 of the 6 tops which shows just how versatile they are! The exact pair is no longer available, but you’ll see another great pair of similar black trousers linked below. Swapping the shoes can also completely change the dressiness of these pants. You can also see in the last two looks that styling the pants with the black tank and simply changing the shoes from sneakers to wedges really elevates it and makes it a dressier look you could wear to a nice dinner.

White Tank & Mini Skirt

As I mentioned above, your capsule wardrobe can include whatever bottoms you prefer. You can even add a few extra bottoms like a skirt, denim shorts, or light-wash jeans. But for this travel capsule, I’m sharing this Agolde denim mini skirt. When I first ordered this, I wasn’t sure if I’d like it…but as it turns out… I LOVE it! It’s more comfortable than denim shorts, it has a cool pointed hemline, and I love the fit. I did size up one size and it fits perfectly. You can wear this skirt with pretty much anything this summer. First, I’m wearing it with the white tank, which is something that’s a little more youthful and shows a lot of skin, but you can easily add a cardigan or lightweight blazer to add coverage. I’d wear this on really hot sight-seeing days!

Black Tank & Mini Skirt

Next up is the black LNA tank with the fun cutout styled with the denim shirt. I love the combination of the black tank with the brown belt…yes, you CAN wear black and brown together! It’s a beautiful color combo you shouldn’t shy away from. And again…this look is fabulous with the sneakers, wedges, and flats!

White Tee & Mini Skirt

The denim skirt also works with the Nation LTD white tee AND the sneakers, wedges, and flats.

White Eyelet Top & Mini Skirt

Next, the white eyelet top. You can easily tuck this into the denim skirt for an effortlessly cool look. If you’re worried about getting hot, wear the white tank underneath and open up the top for even more breathability.

Blue & White Striped Top & Mini Skirt

This striped top also works so well with the denim skirt! I love this combination so much because of the juxtaposition of the more masculine shirt and the feminine skirt. It’s such a gorgeous combination! Style it with the sneakers for a long day of walking, with the sandals for a casual lunch when you want to feel comfortable, or the wedges for a dressier lunch or when you just want to feel a little more elevated.

Printed Blouse & Mini Skirt

Lastly, I’m wearing the printed Farm Rio dress with the mini skirt, brown belt, and all three pairs of shoes!

Black Jumpsuit

I wanted to share a piece you can bring with you on your trip that will easily transition from day to night and feels a little dressier. This black Evereve jumpsuit is something you could wear to a dressier dinner. It’s SO good. The top fits snugly so you will feel very secure, and you don’t have to do any yanking or pulling. You tie it at the back and you’re good to go…you don’t even have to wear a bra! The fabric is ruched and thick enough at the top, so you feel very covered up. But it’s still very soft on the skin, lightweight, and breathable. Plus, it’s very wrinkle-resistant, a must for travel. The bodice is fitted, which is a great contrast to the flowy bottoms. The best part about this jumpsuit is the hemline…because it’s a little shorter, I can wear it with sneakers during the day and swap my shoes with the wedges for a dressy, sexier look at night. The newest version of this jumpsuit has bra-friendly straps and all the same flattering features. Linking it below!

Printed Midi Dress

The last piece is this gorgeous dress by Farm Rio. It’s a bit of a wild card but I love to throw one special piece like this into my suitcase whenever I travel. It’s important to have a piece that you’re excited to wear and that makes me feel happy and beautiful. The beautiful thing about this dress is that you can wear it from day to night and with all three of the shoes I’ve featured. I love the fun, vibrant print, the flattering empire waist, and adjustable tie shoulder straps. It’s also smocked in the back, so you have some room and it’s very comfortable. The fabric is 100% cotton so it’s lightweight and breathable, perfect when you want a flowy, breezy look for your hot summer vacation.

Jewelry & Accessories

My approach to jewelry and accessories during travel is to bring impactful pieces that aren’t too over the top. In all of these looks, I’m wearing two pieces of jewelry by Gorjana. The first is this cool chain necklace that packs just the right amount of punch. The second is a pair of classic gold hoops , which you really can’t go wrong with! I also showed a brown belt with most of the looks. It’s a simple way to add polish and style to every outfit. Because the rest of the travel capsule is so minimal, you will have space in your suitcase to add more jewelry if you want. I would probably also add a few bracelets, another pair of more glam earrings, and a statement necklace.

I would also add two pairs of sunglasses, one black and one brown pair. Also, make sure that one is a more glam option (like oversized square frames) and one is sportier (like aviators). If you have the room, I’d definitely add a dress or two, maybe an extra pair of shoes, a hat, and some extra bottoms options. But, again, if you want to keep things minimal, this is plenty! And, as I said above, you’ll even have room for shopping!

Where are you going this summer and do you have your outfits all planned out yet? Let us know in the comments below!

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25 thoughts on “ Your Ultimate Travel Wardrobe: Over 40 Outfit Ideas from ONLY 14 Pieces! ”

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Hi, very useful but would love ideas for adapting this to a summer trip to the UK in June. Planning on being in London, Bath, and Oxford. Thanks!

Great idea! Thanks so much for sharing…Very excited for you on your upcoming trip! We’re working on some more travel tips and content right now! ~Team Busbee

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Once again you’re offering great ideas. I always like the summary of suggestions. I use it for all my trips. I’ll be in Europe again smiling when I get dressed thinking of how you showed us what to wear to explore, for dinner and just for feeling beautiful. Keep up the good work, we’re counting on you 😉

SO glad to hear that you enjoyed this post, Sheri! Have an amazing time on your trip! ~Team Busbee

I needed this!!! I’ve just booked a week at a 5 star resort in Costa Rica (Jan 2025!!). I’m super excited, and this gives me some great ideas. I always travel carry only, so I’m used to packing minimally. This is a great help Thank, love ALL the posts and videos very much. Ramona Toronto (area), Canada

So excited for YOU on your upcoming trip, Ramona! Glad this was helpful as you prepare… more packing tips to come! ~Team Busbee

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Thank you for this post and video. I really like that you showed how each item mixed and matched with each other. Most of the time I find my capsule boring, but adding that pop of color in the colorful blouse nod the blue pinstripe shirt gives a wide variety of looks. I’ll be going to a destination wedding next month in Prague, Czech Republic and later a river cruise to a few Eastern European countries. I’m looking into my closet to see what I can come up with. I think this may be the best packing I’ll do for a trip. I’ll have to wait until August to see what the weather will be like. You have given me some wonderful ideas!

I’m so glad this was helpful for you, Liana! Those pops of color do make such a difference when packing a very well curated capsule. Best of luck as you prepare for your upcoming trip!! ~Erin xo

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Thanks for the travel posts this year. I am traveling to Portland, OR this summer, so I’ve been looking at your safari videos/posts. Lots of hiking will be done for sure. We will also have some days of shopping and site seeing, so this last post has given me some new ideas.

So glad this is helpful for you, Sandra! Have a great time on your upcoming trip!! ~Erin xo

Finally a practical stylish travel capsule! Yes Molly, you can wear white pants-Tide Stick! Plus you have a back up of black pants. I just returned from 2 months travel with one carry on. Shoes are always the toughest packing bulk. I cheat with a small foldable shoe bag packed away. I then wear the bulkiest shoes-booties or my tennis shoes-into my backpack that goes under the seat. Hotel shower caps are the perfect shoe cover! You’re welcome! Thank you Erin for the great looks! Using this as my template next trip!

All great tips, Arlee! So glad this post will be helpful for your next trip!! Hope you had a great time on your recent trip! ~Erin xo

This is a great starting point for packing for a summer trip. Which combination would you wear on the plane and what outerwear/layer would you bring? It’s always cold on the plane, in restaurants and it isn’t always 80degrees and sunny.

I’ve got a whole video specific to “Travel Day” coming in a few weeks that will cover all of these details better, but I’d go with the sneakers (always wear your biggest/heaviest shoes on travel day – plus they are comfy!) black pants, and black tank with a jacket or blazer as a third layer as well. I’d definitely add one jacket to this list to have the cooler temps/ AC covered! ~Erin xo

I can’t imagine keeping all of that white clean during travel especially the pants. My life style means more kid friendly/dirt resistance. I love the look of white on white. Just super impractical.

I hear this a lot – but I really never have a problem with stains on the white pants! I love to wear them while traveling and will just spot clean anything right away if I do have a spill. BUT…you should always adjust style tips to fit YOU best! Thanks for reading, Molly! ~Erin xo

Great ideas, but I feel that 18 outfit ideas that all go with 3 pairs of shoes would be a better description.

Appreciate your feedback, Jenn. Hope this gives you some great ideas for your next trip! ~Erin xo

Thanks for this! I’m using your Africa packing trip for a trip I am taking on Saturday to Peru to climb the Inca trail to Machu Picchu (I will NOT be wearing those ugly Merrill hiking boots–Sam Edelman combat boots for me :-)). Long time watcher of your YouTube channel-thanks!

LOVE to hear that, Sarah! I hope you have the BEST time on your trip!! Thanks so much for being a part of this amazing community of women. ~Erin xo

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35 Best Women's Loungewear Sets to Pack on Your Next Trip

By Madison Flager and Paris Wilson

All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.

Some may argue that traveling by plane is an occasion to dress up, but for most of us at Traveler, comfort is the main priority when planning a transit day ensemble: You want something loose enough that you won't need to readjust (or worse, unbutton) a few hours into a flight or road trip, but put-together enough to feel that you've made a switch out of pajamas and into a true outfit. Luckily, there is no shortage of loungewear sets these days.

Read on for 35 of the best loungewear sets to add to your travel wardrobe , many of which are sitting in our editors' dresser drawers. From upscale sweatsuits to cozy cashmere knits, they'll keep you comfy whether you're sitting on a plane, train, or in the passenger seat, and will get a re-wear on lazy vacation days when the only item on your to-do list is lounging around the Airbnb .

This article has been updated with new information since its original publish date. Additional reporting by Meaghan Kenny.

The Aerie LumberJane collection has been one of the brand's more popular releases. The collection features breathable, lightweight waffle fabric in shirts, shorts, and now polos. The LumberJane polo and short set are perfect for lazy vacation days spent shuffling around in your slippers . Each piece has raw seams along the sleeves, sides, and back that gives it a more lived-in look.

Buck Mason is at the forefront of elevated essentials. The Vintage Interloop set features an oversized crew that has a relaxed fit all around and thinly ribbed stiching on the cuffs to give more structure to the slouchy sleeves. The French terry sweatpants are slimming and so comfortable. Each set looks slightly different than the other, thanks to Buck Mason's Venice Wash technique that creates its cool, vintage look.

We're always raving about Girlfriend Collective, a size-inclusive, sustainably- and ethically-made brand. This set is made from half recycled, half organic cotton. They're available in your classic neutral colors, as well as this rich wine hue.

Kim Kardashian's shapewear and loungewear brand Skims never misses when it comes to cozy sets. The Cotton Fleece collection is a more sporty take on classic loungewear. The soft fleece shorts have an interior drawstring at the waist for a more customizable fit.

This chic pullover and sweat shorts both don the recognizable Alexander Wang logo. While the set is one of the trendiest pieces on our list, you'll be pleasantly surprised at just how soft the heavy brushed cotton terry is. Style the set with a small crossbody bag and pair of chunky dad sneakers for quick errands or walks around the city.

You can never go wrong with a simple high-waisted pant and tank top combo. The Anrabess sleeveless set is lightweight and thin, making it supremely packable in any weekender bag or carry-on. At just $30, it is one of the most affordable loungewear sets on our list.

Is there anything easier than throwing on a jumpsuit? Spanx AirEssentials jumpsuit is one of the brand's bestsellers—and it's just been restocked in more colors. We love the drawstring tie at the waist that gives the jumpsuit a more fitted and flattering look.

Traveler 's commerce producer, Paris Wilson , swears by Roots' loungewear. “I've been raving about Roots for years. It's hard to find a brand that doesn't skimp on quality,” she says. The Luxe Crew and Pintuck pant are made from a cotton and cashmere blend. While the material gives it a more chic look, the fit of the set is more relaxed and loose. This can easily be dressed up or down, and would look great with a sleek pair of white sneakers .

The loose fit of the Ramona sweatshirt compliments the brand's drawstring waist Jane shorts. The rouched terry fabric on the inside of each garment keeps you warm and cozy without overheating. As warmer days approach, the yellow dip-dye design is a must-have for your spring and summer wardrobe .

If you're looking for a more polished look, the Malibu set is for you. The set is made up of the Frank & Eileen Audrey Capelet and the Catherine Sweatpant . Each piece is made from 100 percent cotton triple fleece, making it incredibly soft. It's the perfect set for a long road trip or a chilly plane.

The Cool Stretch collection from Pact is made from breathable organic cotton. The soft, thin layers are a go-to summer fit when temperatures are high and you just want to chill inside. The tank top and shorts set comes in seven colorways and can be paired with Pact's Airplane cardigan or a cozy hoodie .

If you prefer something a little more roomy, the Oversized Tee and Harem Pant set from This is J is for you. It’s perfect for long-haul flights and road trips where comfort is at the top of your list, but you don’t want to step out in your pajamas. The soft, moisture-wicking fabric will keep you dry and comfortable whether you’re snuggled up on a train or plane.

This set is made for cold weather. The thick fabric will keep you warm and toasty whether you’re hanging inside with friends or out sightseeing. The top has a dropped shoulder sleeve that looks more oversized while the pants feature a wide-leg with a drawstring waist.. The set comes in 10 solid colors that are easy to pair with a slip-on sneaker or Ugg boots .

The soft ribbed knit of the Muse hoodie and sweatpant offers a lot of dimension to the duo. The set is lightweight enough that it can be worn over workout clothes without any bulkiness. The high-waisted joggers pair well with the cropped hoodie and offer a more chic silhouette.

You’ll be comfortable from head to toe with this ultra-soft pullover and pant set. The pants have a classic ‘70s wide-leg silhouette accompanied by an elastic waistband, while the pullover has a polo-inspired collar and a slightly cropped hem. An all-white set never goes out of style and will look great with a white sneaker .

The name tells you everything you need to know. The Coziest Cashmere Blend hoodie and jogger are ultra-soft. The fabric is warm yet breathable and the fact that it’s a blend gives you peace of mind that it won’t be ruined in the washing machine.

Traveler editors swear by Lunya's washable silk pajamas and cashmere Travel Set . The brand’s Silksweats complete its holy trinity of comfort. With a sherpa interior and thermoregulating abilities, you'll be comfortable without overheating in this set. Bonus: Both pieces are reversible so you can have two looks for one.

There's something to be said for a zip-up sweatshirt, even if they've largely been replaced by pullovers of late. For one, if your temperature flips from chilly to warm, you can regulate without bothering your seatmate while trying to take off your hoodie. We're a fan of the sweatpants, too: the deep pockets, cuffed ankles, and cashmere fabric are all plusses.

A new addition to OV's ultra-soft, lightweight, and durable CloudKnit line-up : this boxy T-shirt with a slightly cropped fit. It comes in charcoal, navy, mocha, fog white, and jasmine blue, all of which will match your go-to black leggings or joggers .

Awarded one of Oprah's Favorite Things in 2020, I was eager to put on Cozy Earth's ultra-soft joggers, and am happy to report they lived up to the hype. Made of a mix of premium viscose from bamboo, acrylic, and spandex, they're smooth and cool to the touch, and have a loose but not baggy fit. I've worn them a ton on WFH days, and would happily fly in them. Snag a matching pullover if you like the matching set look.

San Francisco–based Quince launched a maternity collection, which includes a nursing-friendly long sleeve and lounge joggers with an adjustable drawstring waistband. All of the collection's pieces are made with renewable materials like Tencel lyocell, a biodegradable fiber made from wood pulp; mulberry silk, a hypoallergenic and thermoregulating fabric; the company's SuperSoft fabric, a blend of recycled polyester and tencel; and sustainably- and humanely-sourced Mongolian cashmere.

Outdoor Voices’ All Day hoodie and sweatpants set really is made to wear from dusk to dawn. It aims to be the softest pair of sweats you will ever wear, and stacks up, with a CloudKnit fabric that feels as cozy as your most worn-in pair of pajamas. The sweatpants are high-rise and more fitted toward the bottom to give the most flattering look possible, too. The pieces can be bought individually and come in six different colors, from neutral charcoal to a rich Kalamata purple.

While former Traveler editor Jessica Puckett's favorite cashmere set has since sold out, Cuyana's Pima outfit is another great option for plane travel and lounging, particularly in warmer environments, as the material is soft, smooth, and breathable.

Former Traveler editor Corina Quinn turned us on to Vuori's DreamKnit Collection hoodie and jogger set. “The DreamKnit feels like a cloud—it's so soft and cozy, yet lightweight, so you don't get too hot or too cool in them,” she says. “On top of that, because there are a few different models of jogger pants and tops, my friends and I have all found a model that's flattering for us.” For a pair of sweats that make you feel like you’re wearing a real outfit without actually doing so, Vuori’s unbelievably soft, stretchy sets are an easy pick.

Friend + Folk is a size- and gender-inclusive brand that prioritizes a limited carbon footprint, and puts it into practice by way of free carbon neutral shipping, recyclable and plastic-free packaging, limited batch-production, and more. The Joon joggers are a favorite—the fit is roomy and comfortable yet still tailored, and the zippered pockets are ideal for stashing AirPods, lip balm, and other odds and ends without worrying they'll fall out as you dash through the airport. Pair them with the Perry pullover and you've got a new airport uniform.

Lululemon may be best known for its leggings and workout wear, but don't skip over the brand's loungewear. This set is made out of a smooth Softstreme material that is stretchy and feels smooth against your skin. It's a great loungewear set to wear if you run hot.

We love this Madewell number, made of a fleece-like Superbrushed terry fabric. Wide legs and a loose fit make it just the kind of thing we want to wear on long travel days, and the patch pockets are much appreciated. Since it does have tank top-style straps, bring a cardigan or other added layer for the plane.

Some loungewear is better suited for inside wear, like this cozy ribbed shorts set. Wear the pullover, with its bell sleeves and slit in the back, over leggings for long-haul flights. The stretchy shorts have a fairly short inseam, so they'll likely be more comfortable as a sleeping short or loungewear piece to change into when you arrive at your hotel or rental house.

This two-piece set might be the closest thing to sleepwear on this list, and yet is still cute enough to feel confident while wearing through the airport. It comes in a dozen colors, from basic heather gray to bold indigo blue, and pairs slouchy, relaxed fit pants with a scoop-neck button-up henley.

Sure, all sweatpants are designed to be comfortable, but the cotton, modal, and spandex fabric Knix uses takes things up a notch. The smooth, cooling, and slightly stretchy fabric feels fantastic against skin and looks a bit more put-together than typical sweatpant material.

Most loungewear tends to follow the same cut, so we appreciate Monos, a luggage brand , shaking things up when delving into clothing. This set is as soft as any sweatpants out there, with a mid-length wide-leg pant and a short sleeve V-neck tee that's just slightly cropped.

Anything labeled Signaturesoft nails both the rest day and flying-comfortably mood we're going for. The top and bottom have a streamlined shape and the sweatpants are tapered at the ankle. Both pieces are made of a comfortable rayon, acrylic, and spandex mix, so you’ll feel cozy while still looking put together. The sweatshirt and sweatpants can be purchased individually and come in nearly a dozen colors should you want to mix and match, and the sweatshirt passes the video-conferencing-chic test, in that it looks more like a standard sweater than workout wear.

Not a hoodie person? You might like this cowl-neck top, which comes with cropped pants, both made of a super soft jersey and spandex fabric. Shop the set in gray, sky blue, strawberry, or buttercream, and wear it on your next overnight flight to feel like you're in pajamas.

You may never want to put on pajamas again after wearing Softwear's Lounge Set. The fabric is buttery soft inside and out. Both the pullover and joggers are tailored and fitted with a clean silhouette—the top could pass for a normal sweater—while still being ultra soft. Plus, it’s long-lasting: The sustainable fabric is pilling-resistant and made to keep its shape after every wear.

Made for pregnant or nursing moms, this Everly Grey set is designed to fit a baby bump and make nursing easier with side openings on the top. Made of stretchy fabric with cuffed ankles and wrists and pockets on the hips, it's a loose, ever-so-slightly tailored look you'll wear again and again. Order it in one of four neutral colors: black, charcoal, oyster pink, or denim blue.

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Tropical Vacation Outfits to Make You Sizzle Over 50

Planning a tropical getaway? Don’t sweat it – we’ve got your wardrobe covered! We’ve curated an essential list of tropical vacation outfits and tips for for your paradise escape. Say goodbye to outfit stress and hello to effortless style under the sun!

February 19, 2024 //  by  Jo Castro Leave a Comment

Are you wondering what to pack for a tropical vacation? Can’t decide what to wear for holiday in humid weather? Find out in today’s ultimate guide to tropical vacation outfits. Discover how to choose the best tropical vacation outfits based on my own recommendations from time spent living and holidaying in Australia, South East Asia, and the South Sea Islands.

Table of Contents

Tropical Vacation Outfits for Women Over 50

Welcome to the ultimate guide on how to dress for your next tropical getaway!

For your next vacation, picture yourself lounging on a pristine beach, sipping a fruity cocktail in an open-sided beach bar, or perhaps walking energetically on an interesting sightseeing excursion, while the sun kisses your skin, but you keep cool in your holiday clothes.

Let’s jump right into some essential tropical vacation outfits and resort wear, whether for town and country or beach or city, especially for women in the prime of their life.

To start off, I’m going to say that in order to make the most of your next beach vacation or sightseeing trip in the tropics, you’ll want to pack mostly casual attire that gives you an effortless look, combining style with comfort. 

And I do agree with Vivienne Westwood who once said : “If you love something, wear it all the time. Find things that suit you. This is how you look extraordinary.”

From breezy cover-ups to chic swimwear, the outfit ideas I’m sharing today will keep you looking and feeling cool under the sun, and will hopefully become clothes you’ll definitely want to wear all the time.

Calm, Cool and Collected Choices

I alway say, “choose loose fitting dresses when you can”.

I like to pack a couple of easy wear, non crease knee length dresses.

Personally I prefer a little arm coverage too. After all, the less skin exposed means the less suncream you need to apply.

Are Maxi Dresses a Good Choice for Vacation Wear?

When it comes to tropical vacation outfits, maxi dresses are a must-have.

These flowy, floor-length dresses are not only stylish but also incredibly comfortable in hot weather. 

Opt for lightweight materials like cotton or linen to keep you cool during long days spent exploring. 

You could pair your maxi dress with strappy sandals and a straw hat for an effortlessly chic look that transitions seamlessly from beach to bar.

Wear the Shorts!

You are not too old to wear shorts! If you feel comfortable, then the sky’s your limit.

Find a style that suits your body shape and then buy them in different colours.

Take a look at the funky, fashionable designs at Salty Crush . I love the beachy feels!

Are Two-Piece Sets Versatile?

For a beach outfit that provides a versatile and trendy option, consider packing two-piece sets for your tropical getaway. 

Whether it’s a matching crop top and skirt or a coordinating top and shorts combo, two-piece sets offer endless styling possibilities and new looks when teamed with other garments. 

Look for sets in vibrant summer brights or playful tropical prints to embrace the vacation vibe. 

Wear them with flip-flops or sneakers and you’re set to go.

Best Swimsuits for Tropical Vacations

A bathing suit is going to be your most staple garment, and if you’re not into bikinis anymore then a great option is a classic wrap style one piece suit that is forgiving around the tummy area. I also like swimsuits with short skirts which can give you more confidence as you step out around the resort pool or the beach area.

Look out for new arrivals of swimsuits when they hit the stores at the end of winter and beginning of summer (if you want the best choices) but if you’re bargain hunting then think about buying your resort swimwear in the winter sales.

Also bear in mind that best sellers are probably best for a good reason, so give them a try.

My tip is not to skimp on your swimwear, because a good swimsuit will last – and not stretch or look flabby as cheaper options might after a few wears and washes.  

Swimsuit Coverups

No beach vacation outfit is complete without a stylish swimsuit cover-up. In the cover-ups category your packing list should include things like breezy kaftans, and flowy sarongs.

Cover-ups are essential for transitioning from the beach to a beachside bar with ease. Opt for lightweight materials like chiffon or voile that provide coverage without weighing you down.

For a casual yet chic look, pair your swimsuit cover-up with a straw bag and flip flops.

Have a look at the wide selection of reasonably priced swimsuit coverups on Amazon.

Slip Dresses

Effortlessly chic and oh-so-comfortable, slip dresses are perfect for hot weather destinations and can be used as a swimsuit coverup as well.

You might choose silky luxe dresses that glide over your skin, or cotton or linen dresses to help you stay cool and stylish in the tropical heat.

Choose a slip dress in a vibrant summer print or classic white for a timeless beach vacation look. Layer with a lightweight kimono or denim jacket for cooler evenings.

Wide Leg Pants

Wide leg pants are a cooler option than jeans or leggings in tropical climates. They allow the air to circulate and you’ll find them in all kinds of gorgeous styles and colors. This style can take you from day to night, and wide leg pants are also a good option to wear as cover-up pants when the sun’s UV is at its highest.

Wrap Dresses

Flattering and feminine, wrap dresses are a versatile option for tropical vacations. The adjustable waist tie allows you to customize the fit, while the lightweight material keeps you comfortable in the heat.

Opt for a wrap dress in a bold tropical print or a solid color for a timeless look that can take you from beach to resort dinners with ease.

Now that you have some outfit ideas for your next beach vacation, let’s talk about how to select the best tropical vacation outfits.

How to Choose the Best Tropical Vacation Outfits

Keep these tips in mind when you’re buying outfits for your tropical vacation.

Consider Lightweight Materials 

When choosing outfits for your tropical getaway, prioritize lightweight materials like cotton, linen, and chiffon. These fabrics are breathable and will keep you cool even on the hottest days.

Think about Length and Style

Don’t be afraid of wearing a shorter length dress.

In hot steamy weather it’s nice not to have fabric clinging around your legs.

If you are happy wearing shorts, then you can also wear a dress that sits above your knee – and still step out with confidence.

Opt for Versatile Pieces

Select versatile pieces that can easily mix and match to create multiple outfits.

Two-piece sets, maxi dresses, and slip dresses are great options that offer endless styling possibilities.

Linen shorts and linen blouses in white, camel or ivory can easily be mixed and matched.

Choose Bright Color Palettes

Embrace the vibrant spirit of the tropics by incorporating bright colors and playful prints into your wardrobe.

Tropical florals, bold stripes, and vibrant hues will add a fun and festive touch to your vacation outfits.

White dresses are always classy, but do team them with some bright and colorful accessories.

Don’t Forget Beachy Accessories

Complete your tropical vacation outfits with beachy accessories like straw hats, straw bags, colorfull tote bags, art scarves, and strappy sandals.

These accessories not only add style to your look but sun hats and scarves also provide much-needed sun protection .

Keep Footwear Simple

Focus on comfort. Forget heels unless you have a major event to go to. Most restaurants are happy if you wear open toe sandals, or sneakers.

I love FRANKIE4 sandals and sneakers, and always pop a pair in my suitcase for tropical vacations.

Where to Buy Tropical Outfits

Now that you know how to select the best tropical vacation outfits, it’s time to start packing for your next beach getaway!

Here are some of my favourite online stores where you can buy tropical outfits for women. Let me know in the comments section if you have others to recommend.

Tropical Vacation Outfits and Women’s Resort Wear Stockists

• Salty Crush
• Fella Hamilton
• Amazon Tropical Fashion

With these tropical vacation outfit ideas and shopping tips, you’re sure to make a stylish statement on your next tropical getaway. So go ahead, pack your bags, and get ready for an unforgettable beach vacation, or city vacation filled with sun and style! Enjoy!

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Disclaimer : This post “Tropical Vacation Outfits” contains affiliate links from which I stand to earn a small commission but at no expense to you. Any gifted items are marked with an asterisk * or mentioned as gifted.   Lifestyle Fifty Website is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com.  Please read my full  disclosure here .

About Jo Castro

My name is Jo Castro and I've been a freelance writer for over 35 years. Ten years ago I committed to blogging, documenting my finds about fashion and travel for women, like me, over 50. On Lifestyle Fifty I share style and fashion tips, along with travel inspiration and packing guides. It's all about The Art of Ageing, Living the Good Life and Looking Fashionable everyday. Everything I write about comes from the desire to help as many women as possible live their best lives and look great after the age of 50. Check out more on my About Page.

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Travel Fashion for Women Over 50: This Brand Also Has A Fantastic Size Range

FASHION , Over 50 Travel Fashion , Travel Clothes Extended Sizing , Travel Clothing

Support TFG by using the links in our articles to shop. We receive a small commission (at no extra cost to you) so we can continue to create helpful free content. We earn from qualifying purchases made to the featured retailers. Thank you, we appreciate your support!

If there’s one thing we know on TFG is that a clothing line doesn’t have to be made specifically for “travel” to be jetsetter-worthy. Today we’re featuring one of our writers’ favorites brands. She says it’s one of the best options in travel fashion for women over 50 and it even has a fantastic range for petite, tall, and plus size, too. Want to know what it is? Keep reading!

Travel Fashion for Women Over 50

Written by: Phebe Schwartz

I know that travelers who struggle to find adequate travel fashion for women over 50 may have similar clothing concerns as women who wear plus size.

Like everyone, we want clothes in our travel capsule wardrobes that make us look and feel wonderful. But we also need a bit more structure and maybe more coverage than what standard clothing lines tend to offer. We might not want to travel with only leggings and cropped shirts.

Tip: Want to pack light, use packing cubes to compress your clothing as shown in this video!

Many designers consider a size 10 a plus size. (I’d love to be a size 10 again!) Where do we shop when department stores stop at size 10 or 12?

You might think of Lane Bryant  when you think of plus size fashion. They have some lovely items, and are great for women with an hourglass shape. Unfortunately, I’m not an hourglass, but more of a rectangle.

For all those who are still looking for a place to shop for comfortable, classic, but not super expensive clothing, this is for you:

Christian Siriano For J.Jill Pleated Knit Dress

J Jill is one of my favorite lines of clothing especially for travel fashion for women over 50. They tend to use natural fibers, which breathe; this is essential for women with hot flashes.

Their clothes range from Petite to Misses to Plus (“Womens”), and can easily dress up or down, perfect for travel. (Their plus size ranges from 16W to 28W.)

My only complaint is that their stores usually carry only misses sizing, which makes it hard to fit everyone. However, their XL is about a 16-18, which some designers consider a plus size. That helps for considering sizing and fit.

Pure Jill Indigo Shirttail Dress

One of my favorite items is their Pure Jill Indigo Shirttail Dress , from their summer line. It looks like a perfect travel dress – cotton knit, knee length, easy to wear. The XL runs slim in this style, so I would have ordered this in a plus size if I had enough time.

Ponte Knit Mixed-Stripes Dress

Instead, I went with this mixed-stripes dress . Again, made from smoothing ponte knit – perfect for many climates and many occasions. (I pack it in a clothing folder which minimizes wrinkles. A quick spritz with water mist, hang for an hour, and it looks fabulous again.)

Wearever Everyday Jacket

If you prefer knits to wovens, their Wearever line is rayon knit jersey. This line is wonderful for packing, and lasts forever.

J Jill has wonderful sweaters and tops for cold weather; their tees and knit tanks are perfect for warmer climates; and the skirts, slacks, and jeans go with everything. I also like the cotton or linen tops and blouses.

Fit Out & About Kick-Flare Pants

I realize that they don’t usually use plus size models on their website, but I know from experience that the clothing is sized well for those of us size 14 and beyond. Also, if you aren’t very tall but are also curvy, try the petite XL – I prefer the petite XL slacks because they have a shorter rise.

Striped Canvas Tote

They even carry shoes, purses, jewelry, scarves, etc. if you like one stop shopping. I could happily outfit an entire trip from J Jill  – my go-to store for travel fashion for women over 50!

Compass Rose Packing Cubes

How to Organize Travel Clothing

Packing cubes  can help organize all the layers you have in mind for winter travels. We designed our own brand of slim packing cubes, with a unique color and numbering system, so it’s easy to remember where you’ve packed everything. The  video  below shows you how!

Learn our hacks with packing cubes in the   video  above!

We also put together a  five-part YouTube series  showing the different methods to use packing cubes for travel. If you use  this  specific packing strategy, packing cubes can also compress your belongings. This is the secret to traveling carry-on only!

What’s your favorite brand for travel fashion for women over 50? Please share and comment below!

For more tips and ideas on travel clothing, please read:

• 6 Places to find Cheap Plus Size Clothing for Travel
• Plus-Size Packing Tips: How to Rock a Carryon Travel Wardrobe
• How to Choose Travel Clothing: 6 Factors to Consider
• 20 Comfortable and Cute Walking Shoes for Travel

Hope you liked these tips on travel fashion for women over 50. Please share it with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!

19 Comments

Thanks for tips for us senior women who prefer clothing with coverage and comfort but still want to look sharp.

For cold or wet weather travel, both Columbia and Helly Hansen have extended women’s sizes. HH is pricey, but good quality, classic design that will last. Sierra Trading Post carries lots of travel items (including hiking boots) at great prices. Only problem is, selection is hit and miss, but worth checking out first when in need.

Hi Susanna, thank you for sharing your recommendations for clothes with us, always love hearing about our readers go-to brands! Happy travels!

Eddie Bauer and ExOfficio make wonderful clothing suitable for travel. Bauer has a separate travel line called “Travex,” all quick dry, mix-and-match, extremely comfortable and not hiker-looking items.

I’m still really sad about the demise of the Lucy brand, “athleisure” and perfect for travel with stylish and comfy items, all quick-drying. Lucy got folded into North Face and the great styling disappeared. When I found out Lucy was going out of business I bought lots of items on clearance. They’re classic designs and I’ll be traveling with them for years.

Thank you for sharing your recommendations for travel clothing brands with us Dianne! 🙂

I’m wearing my all time favorite pants right now. A pair of Lucy’s! I was super-duper disappointed after learning the company was bought out. Especially, when I saw the sparse Lucy offerings at North Face.

Love the tips, i am over 50 not quite a plus size. Just wondering if there are places in Canada that you would recommend, i see you recommend J jill but believe it is only in the states and i don’t like shopping online for clothes, i like to try them on. I also don’t want to be spending a lot of money.

Hi Denise, thank you for your comment, so glad you enjoyed the article. To get you the best recommendations possible, I have gone ahead and posted your question on TFG’s facebook page: https://www.facebook.com/TravelFashionGirl/ Our readers have the best suggestions, so keep an eye out for their replies from Monday. Hope this helps! 🙂

Thank you Alex will look forward to see what suggestions i get. thanks again

I like these options, and would love a sample of items to take for a 2 week trip to Europe this summer. I like how TFG shows lots of outfits to put together by mixing a few items. Is there a place where I can see ideas for women 50+?

Hi Martha, thank you for your question! Have a look at this ten step guide for Europe: https://www.travelfashiongirl.com/10-step-packing-guide-europe/ hopefully it will help you to start planning your packing! Have an amazing trip! 🙂

While I’m not plus size, I am over 50 and I picked up that Safari Dress in two colors that season it was available! I also shop at TravelSmith like Paula and recommend them. I got a great mustard-colored rain jacket that I love that has been making the rounds on my trips.

I’ll have to check out the Chico’s right near me.

Thanks for the recommendation! We need to add more TravelSmith!

Two brands that come to mind for me are Chico’s and Bryn Walker.

Chico’s has a travel line as part of their regular product line. It is wrinkle resistant and looks great whether you dress it up or dress it down.

Bryn Walker is a little more expensive, but their linen garments are roomy and comfortable. Their style is classic and tasteful. Also their clothing sizes run large.

Great additions! Thanks Gail 🙂

Another avid fan of J Jill here (at 57 yrs young at size 16)! Their slim boyfriend jeans are stretchy, comfy, not thick denim, travel well, wash and hang dry quickly. Same goes for their tee shirts and tanks.

http://www.tilley.com/canada_en/ I do tend to favour Tilley Endurables for travel (Canadian company, I live in Canada). Pricey but guaranteed, quality-made garments and most dry overnight. I probably own all of their tee shirts, four trapeze style tanks and lovely Ponte Motojacket and every kind of sock they make. The tops are very comfortable.

Other web sites I peruse for travel friendly clothes are: Norm Thompson http://normthompson.blair.com/ Travelsmith http://www.travelsmith.com/ Chicos http://www.chicos.com/store/

Hi Paula, thanks for sharing these other brands. We’ll definitely have to check them out for future articles!

Anything danskin!! There x large is the equivalent to a 2 x in any other brand! Princess eve was a great brand too but they went out of business 🙁 any tips on travel clothing that comes from large box realities (cause we dont have much else here)

Thanks for the tip! Have you seen this post: https://travelfashiongirl.com/cheap-plus-size-clothing-for-travel/ and the plus-size section in this guide: https://travelfashiongirl.com/best-online-shopping-sites/

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15 Comfortable Travel Dresses That Are Totally Packable

You’ll look stylish en route and upon arrival.

Our editors handpick the products that we feature. We may earn commission from the links on this page.

Whatever you're thinking, warm-weather destinations call for a few staples: a swimsuit , a cover-up , flip-flops , and sunglasses top the list. Another nice-to-have? A travel dress that goes the distance. Travel dresses are versatile pieces of clothing that instantly complete your getaway capsule. They're comfortable, multifunctional, one-and-done travel pieces that will withstand long days of adventuring.

Our Top Picks :

Best Budget Travel Dress

Amazon essentials midi a-line dress.

Best White Travel Dress

By anthropologie the kallie flowy maxi dress.

Best Striped Travel Dress

Caslon stripe cotton gauze shirtdress in ivory cloud.

Best Maxi Travel Dress

Athleta presidio traveler maxi dress.

Best Organic Cotton Travel Dress

Quince 100 percent organic cotton tiered maxi dress.

Best Travel Dress for Hot Weather

Columbia freezer tank dress.

Best Plus-Size Travel Dress

Madewell 100 percent cotton melody smocked midi dress.

Talbot's Easy Travel Fit & Flare Dress

Best Striped Dress

Old navy fit & flare linen-blend midi dress.

Best Petite Travel Dress

Ann taylor double knit midi flare dress.

The most packable styles are those made of wrinkle-resistant fabrics, but you'll also want to keep an eye out for breathable materials that keep you cool when you’re on the go. Relaxed fits and modest silhouettes are easy to wear on the plane (anyone else like to curl up in their seat and binge on mini pretzels?), while versatile T-shirt styles and flowy maxis are road-trip-ready. And how can we forget pockets?! Never more convenient, they’re perfect to hold your ticket to the museum, stash your sunglasses, or even carry some hand sanitizer.

When you're exploring on your feet all day, pair your dress with super-comfy, minimalist sneakers before swapping them with walkable wedges for a night out—consider your packing woes solved. To bid you bon voyage, we found the most comfortable women's travel dresses that will get you jet-set prepped in no time.

From sightseeing to happy hour, this sunny, travel-ready dress will keep you comfortable wherever you go. The breezy fit keeps things relaxed, while short sleeves and a below-the-knee hemline keep you covered.

Colors: Yellow floral, black, blue and white stripe, pink, navy, and green vine print

Available Sizes: XS to 2X

Ideal for both beach breaks and lounging at the hotel or home, this dreamy gauze pullover will definitely become a go-to. Petites and plus sizes, rejoice—it comes in an extended range of sizes (and colors!). Colors: White, black, sage, red, blue green, and mauve

Available Sizes: XXS to 3X

It's called the vacation shirtdress for a reason. The easy, breezy style is easy to throw on, comfortable to wear for hours on end, and looks great in pictures, to boot. If stripes aren't your style, it also comes in pretty solids like navy, black, and white.

Colors: Blue stripe and pink stripe

Available Sizes: XXS to 2X

Roll up this high-low hem maxi and toss it in your bag—it's lightweight, soft, and wrinkle-proof so you don't have to worry about malfunctions on the go. A relaxed silhouette makes this dress a no-brainer— and there are pockets.

Colors: Black, rose wood, olive, and navy

Crafted from 100 percent organic cotton poplin for maximum lightness, Quince's bright maxi is a holiday dream dress. A long hemline and short sleeves offer coverage while tiered layers and functional pockets add thoughtful details.

Colors: Vermillion red, light blue, navy, and black

Available Sizes: XS to XL

Venturing to a hot and humid destination? You'll want this tank dress with cooling properties, anti-sweat technology, and UPF protection. Also available in plus-size and maxi-length options.

Colors: Black

Available Sizes: XS to 3X

Whether you choose the petite or plus-size style, you can't go wrong with Madewell's flattering sundress. A smocked, fitted bodice is balanced thanks to a billowing midi skirt that you'll look forward to wearing from the airport to vacation dinners.

Colors: Black and pistachio

Available Sizes: XXS to 4X

Talbot's Easy Travel Fit & Flare Dress

Made from a wrinkle-resistant fabric, this flattering fit-and-flare travel dress is ideal for planes, trains, automobiles, and everything in between. While the below-the-knee hemline offers just enough coverage, it's also a great layering piece. It also comes in petite and plus sizes.

Colors: Navy and black

Available Sizes: 2 to 24

Old Navy Fit & Flare Linen-Blend Midi Dress

Kick off your holiday with a Riviera-inspired striped linen sundress. A fitted bodice acts as an ideal foundation for an in-flight sweater or denim jacket, while the below-the-knee hemline offers just the right amount of coverage.

Colors: Blue and white stripe

Available Sizes: XS to 4X

With short sleeves, a tailored waistline, and midi hemline, Ann Taylor's double knit flare dress is flattering on a range of body types. Available in an extended range of sizes from petite to tall, wear it on the plane with sleek sneakers and then out to dinner with comfortable heels or strappy sandals.

Available Sizes: 00 to 18

Sopliagon Cotton and Linen Shirtdress

Nail casual cool in this comfy long-sleeved shirtdress, which also works equally well over a swimsuit. It's an Amazon gem that won't take too much room in your bag and won't break the bank.

Colors: Apricot, olive green, black, black plaid, light blue, gray, denim, purple, navy, pink, red, rose, white, white stripe, and royal blue

Available Sizes: S to 2X

J.Crew Elena Shirtdress in Striped Cotton Poplin

A breezy cotton shirtdress is a good idea when you want to feel comfortable and look polished. With a cinched waist and roomy cuffed sleeves, this beauty from J.Crew is as good as it gets.

Colors: Blue and white stripe, white, black, and green

Chico's Travelers Side Slit Maxi Dress

Opt for pretty in pink with Chico's travel-ready maxi dress. It's made from a wrinkle-resistant fabric that looks fresh in transit or just out of your suitcase. Not only is it universally flattering, but elbow-length sleeves and a longer hemline keep you extra comfy. If pink's not for you, there's a shorter-sleeve version in black and green.

Colors: Fresh plum pink

Billabong Jet Set Dress

With traveling right in its name, this dress is made with a relaxed fit and pullover style, perfect for vacation and travel. A V-neckline and short bell sleeves enhance the flattering silhouette.

Colors: Moss meadow

Available Sizes: XS to M

O'Neill Reid Light Blue Multi-Stripe Button-Up Midi Dress

Stripes are a summer staple, and this lightweight button-up dress is sure to get tons of wear time. Short sleeves and a below-the-knee hemline balance the V-neckline.

Colors: Green and blue stripe

Available Sizes: S to XL

Sara Klausing covers all things fashion and style for Oprah Daily . Follow her on Instagram .

Paula Lee is a freelance Fashion Editor. Off duty, she can be found day-tripping around the tri-state area, hanging around farm animals, or browsing the library stacks.

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Best Travel Pants for Women Over 50

Exploring the world is a timeless joy, regardless of age. For women over 50 who love to travel, having the right wardrobe is essential for a comfortable and stylish journey.

• TravelSmith Adventure & Travel Convertible Pants – These lightweight travel pants are made with wrinkle-resistant Supplex® nylon for comfort. They feature convertible roll-tab cuffs, an adjustable elastic waist, and ample storage with front and cargo pockets, including a zippered one.
• Lululemon Softstreme High-Rise Pant – These pants combine comfort and style with their innovative Softstreme fabric. They offer a cozy feel, sleek tailoring, a four-way stretch for unrestricted movement, and a high-rise design for flattering coverage.
• Everlane The Dream Pant® – The Dream Pant®, blending a tailored appearance with the comfort of sweatpants, features soft double-knit fabric, an elastic waist, pintuck detailing, a sleek tapered leg, and a wrinkle-resistant flat finish. They are a comfortable option for your travel wardrobe.
• Spanx Stretch Twill Straight Leg Pant – Spanx Stretch Twill Straight Leg Pants redefine classic style with a modern twist, featuring a comfortable and flattering fit in stretchy twill fabric, a timeless straight-leg silhouette suitable for various occasions, and an easy pull-on style.
• UP! Ponte Slim Cross-stitch Pintouch Ankle Pant – Chic and ideal for travel, these pants combine sophisticated trouser-inspired style with exposed crosshatch front seams. Made with Ponte fabric with a tummy-control elastic waistband, they ensure a body-enhancing, comfortable, and easy-to-wear fit.
• ATHLETA Trekkie North Jogger – These pants offer 2-way stretch for enhanced mobility, a high-rise fit, and a waistband that has gentle compression. Designed for performance, they are abrasion-resistant, wick away sweat, and dry quickly, with a UPF 50+ rating for excellent sun protection.
• REI Co-op Sahara Convertible Pants – Made with stretch recycled nylon, these versatile travel-ready pants feature a durable water-repellent coating for moisture resistance and quick drying. They offer thigh zippers that easily transform into shorts. They also have UPF 50+ protection and an elastic back waistband for extra comfort.
• Chico’s Travelers No Tummy Pants – Chico’s renowned No Tummy Pants, cherished for their unmatched comfort, are a chic essential with front darts for a polished appearance and a pull-on elastic waist, embodying easy-chic style. These pants have a timeless straight-leg silhouette and wrinkle-resistant, travel-perfect fabric.
• Anatomie Skyler Travel Pant – Meticulously tailored in ultra-light stretch fabric, these bestselling travel pants offer a slim-fit, mid-rise design with a slim leg and full length. Conveniently made with wrinkle-resistant fabric, these travel essentials promise to stay pristine and polished throughout your journeys.

From durable fabrics to versatile styles, discover the ideal travel companions that effortlessly combine comfort and sophistication. Age is no barrier to embracing the joy of travel while looking fabulous on the road.

What to Look for When Choosing Travel Pants

When searching for the perfect travel pants, several key features can enhance your comfort and style on the road. Consider the following factors to ensure you find pants that meet the unique demands of travel:

Comfortable Fabric

Opt for breathable, stretchy fabrics that provide ease of movement. Materials like cotton blends, synthetic fabrics with stretch, or moisture-wicking materials are ideal for various climates and activities.

Wrinkle Resistance

Choose pants that resist wrinkles to keep you looking polished even after hours of wear or being packed in a suitcase. Wrinkle-resistant fabrics such as synthetic blends or certain cotton weaves can help maintain a neat appearance.

Versatility

Look for pants that can easily transition from casual to more formal occasions. Versatile styles can save space in your luggage and allow you to adapt to different settings without sacrificing comfort.

Functional Pockets

Ample, well-placed pockets are invaluable for storing essentials like a phone, passport, or small travel accessories. Pants with zippered or secure pockets can add an extra layer of security for your belongings.

Quick Drying

If you anticipate being in humid or wet conditions, quick-drying pants are a game-changer. Fabrics with moisture-wicking properties or those designed for fast drying will keep you comfortable in various climates.

Adjustable Features

Pants with adjustable waistbands or drawstrings offer flexibility in fit, accommodating changes in body shape due to different climates or culinary indulgences during your travels.

Opt for well-constructed pants with reinforced seams to withstand the rigors of travel. Durable materials will ensure your pants remain in good condition through multiple adventures.

Security Features

Some travel pants come with hidden or secure pockets, providing an added layer of protection for valuables. This feature can be particularly useful in crowded or unfamiliar settings.

By considering these factors, you can find travel pants that not only meet your comfort and functional needs but also enhance your overall travel experience.

Travel Pants for Mature Women

Travelsmith adventure & travel convertible pants.

Discover the perfect blend of style and functionality with these lightweight travel pants. Made with wrinkle-resistant Supplex® nylon, these pants offer the softness of cotton, ensuring comfort throughout your travels.

Designed for versatility, they feature roll-tab cuffs that easily convert to capris in warmer climates. The elastic waist inserts provide a customized fit, while the two front and cargo pockets, including a zippered one, offer ample storage.

Lululemon Softstreme High-Rise Pant

Lululemon’s Softstreme High-Rise Pants redefine comfort and style. Made with their innovative Softstreme fabric, these high-waisted pants provide a cozy feel with a sleek, tailored look. The four-way stretch ensures unrestricted movement, while the high-rise design offers flattering coverage and support.

Perfect for both active pursuits and casual wear, these pants have convenient side pockets with interior card sleeves and a drawstring waist for a customizable fit.

Everlane The Dream Pant®

With a tailored appearance and the comfort of sweatpants, the Dream Pant® is crafted from soft double-knit fabric, with an elastic waist, pintuck detailing, and a sleek tapered leg. Its flat finish provides a polished look, yet it remains exceptionally comfortable for traveling, and it’s even wrinkle-resistant, making it a versatile addition to your travel wardrobe.

Spanx Stretch Twill Straight Leg Pant

Spanx Stretch Twill Straight Leg Pants redefine classic style with a modern twist. Made from a stretchy twill fabric, these pants offer a comfortable and flattering fit. The straight-leg design provides a timeless silhouette suitable for various occasions, while the pull-on jeans style ensures ease of wear.

UP! Ponte Slim Cross-stitch Pintouch Ankle Pant

Effortlessly chic and impeccably polished, this basic is a travel must-have. Its exposed crosshatch front seams boast a sophisticated trouser-inspired silhouette, providing an unexpected edge for an easy outfit upgrade.

Designed with rich Ponte fabric with a tummy-control elastic waistband, the fit is body-enhancing, comfortable, and easy to wear. This body-shaping pant features a pull-on elastic waistband and a slim fit.

ATHLETA Trekkie North Jogger

Crafted from sleek, lightweight fabric with 2-way stretch, the pants provide optimal mobility. The high-rise fit includes a waistband that offers gentle compression for both comfort and support.

Additional features, such as a tapered hem, front zip pockets, and a side cargo pocket for essentials, make these pants a practical choice.

With abrasion-resistant properties, wicking technology, and excellent breathability, they ensure comfort by pulling sweat away and drying quickly, while a UPF 50+ rating provides excellent sun protection.

REI Co-op Sahara Convertible Pants

Crafted with stretch recycled nylon, these versatile pants are built for the rigors of traveling. A durable water-repellent coating ensures moisture resistance, while the lightweight fabric dries quickly. With a low-bulk design and flat seam stitching preventing chafing, these pants pack down small.

They have thigh zippers for easy conversion to shorts, vertical zippers for ventilation, UPF 50+ protection, and an elastic back waistband for comfort. Six pockets, including zippered cargo pockets, provide ample storage, while reinforced cuff backs withstand abrasion.

Environmentally conscious, they utilize recycled nylon and bluesign®-approved materials, reflecting a commitment to sustainability.

Chico’s Travelers No Tummy Pants

Renowned for their unparalleled comfort, Chico’s customer-favorite No Tummy Pants have become a staple in chic, hassle-free dressing. The absence of front gathering is a standout detail, replaced by front darts that ensure a sleek and polished appearance. With a convenient pull-on elastic waist, these pants embody an easy-chic style.

The straight-leg silhouette adds a timeless touch, and the choice of travel-perfect fabric means they are resistant to wrinkles, making them an ideal companion for any journey. Wherever you wear them, these pants promise a flawless and sophisticated look with every step.

Anatomie Skyler Travel Pant

These bestselling travel pants are meticulously tailored in ultra-light stretch fabric. Made for both comfort and breathability, the slim-fit, mid-rise design offers a slim leg and full length, enhancing your silhouette with streamlining side panels and an all-over slimming effect.

These travel pants are conveniently made with wrinkle-resistant fabric, ensuring that they remain pristine and polished throughout your journeys.

Read HOW TO FIND THE BEST-FITTING PANTS FOR OLDER WOMEN .

Also read 5 COMFORTABLE TRAVEL OUTFITS FOR WOMEN OVER 60 .

Let’s Have a Conversation:

What is your favorite brand of travel pants? What is most important for you when shopping for travel pants? Tell us about it in the comments below.

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I thought that when traveling in some countries wearing yoga style pants identifies you as a tourist.

I would deeply appreciate a clear indication of which products are made from natural materials and which add plastic or non-degradable materials to our environment. I believe many of us are more concerned with helping to stem the production of man made non-biodegradable materials that hurt our environment, than we are with avoiding wrinkles. Cotton is comfortable and durable.

Tags Fashion for Women Over 60

Sandra Roussy

Sandra is the middle-aged woman you hear about who sheds everything she owns and sets out into the world to rediscover and redefine herself. After more than twenty years spent in the fashion industry designing collections for brands such as La Senza, Victoria’s Secret, and JACOB Lingerie, she shifted her path and pursued her longtime passion for writing, traveling, and photography. Sandra was published in the NY Times best selling book Eat Pray Love Made Me Do It. A deeply personal essay hand-picked by Elizabeth Gilbert about loss, facing fears, and going after dreams. Visit her website: www.sandraroussy.com

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Best travel clothes for women over 50: comfort, And style.

UPDATED 10/2023. Traveling can be tricky. Especially when you are a woman over 50 or a woman at any age, actually. It’s not as easy for us as it is for younger travelers. So I have pulled together the best travel clothes for women over 50. 

With long hours spent on a plane or in the car, comfort becomes a top priority. But being comfortable doesn’t mean you have to sacrifice your fashion style. 

To give you the best options. Options that work for you as well as give you different looks.

I do not want to be dressed up wearing high heels either. I was miserable when I traveled in heels the first time. The second time I packed you can bet those were left at home.

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No time to read the full article? Bookmark it! These are the best choices for putting together a travel capsule wardrobe: Eileen Fisher for great travel clothes including pants. Click here to see options: Eileen Fisher , Eddie Bauer for travel dresses. Click here to see options: Eddie Bauer , and Lane Brant for Plus Size Travel Clothes. Click here to see options: Lane Bryant

I love my Boho vibe. But I do want to look decent yet still be comfortable. It always surprises me when I see people flying in their pajamas.

Matter of fact? It still surprises me when I see folks wearing pajamas while shopping. I don’t think I have ever left my house in my pajamas, but I am of the “older” end of the Boomer generation.

The first time I flew in an airplane was right after high school more than 50 years ago. My husband was working for AA at the time, and we were lucky to have flight benefits.

But we had to dress nicely. Not only were we representative of the company, but we were often lucky to be moved to first-class seats. Winning if you ask me so dress nice I would.

Fast-forward to the last time I flew which was a few months ago. Life could not look more different than it did when I first started flying. We really are not allowed much space for our carry-on bags let alone those we check.

Last year I noticed no one really looked pulled together except those you could tell were flying for business. Crammed together in seats too tight.

Business casual look aside, my friends and I do agree one of the most important things is to be comfortable especially while traveling.

Baggy clothes do not feel comfortable to me. Matter of fact, they feel sloppy, almost uncomfortable.

I know many will not agree with that last sentence. While other women tell me that is exactly how they feel and would not be comfortable flying in pajamas.

Of course to each their own. I would never tell someone what they should or should not wear. I know I would not appreciate someone telling me what I should or should not wear.

If you feel the same way I do and prefer to be comfortable yet look pulled together, this article is for you. This wardrobe works not only for domestic travel but internationally to a foreign country as well.

The easiest and best  travel clothes  for women over 50 are pulled together in a travel capsule wardrobe ready to go when you are. I have placed links at the bottom of this article to help you find the perfect options for you.

What is a travel capsule wardrobe? 

A capsule wardrobe of any type is a collection of basic yet key, functional clothing. And it is probably the best way not only to organize your travel wardrobe but your whole wardrobe.

When I was working in corporate and often away on a business trip, my wardrobe consisted of five suits, three pairs of pants in dark colors, three dresses, and a few basic tops.

In my closet, you would find these clothes hanging next to each other. I would pull the first outfit in line on the rack for Monday and work back from there. In the second week, I would simply swap out the tops and accessories.

For two weeks, I had outfits that I could literally pull out of the closet, slip on with shoes and accessories, and walk out the door. 

Once worn, that outfit would go to the back of the line if it did not need to go to the cleaners. Then I would wear the next outfit in line the following day.

Fast-forward to my current life of teaching fitness and yoga classes as well as being a travel blogger on the road, and capsule wardrobes still work the best. Just much more comfy.

How many pieces of clothing Should A Capsule Hold For The Best travel clothes for women over 50?

The answer varies depending on who you ask or what you read. In general capsule wardrobes may have as few as 10 pieces for those that  live minimally , but often more in the range of 20 to 30 pieces. 

In the summer, fewer pieces may work while during the colder, winter months you may need more pieces.

The best travel clothes are often those made of natural fiber or material such as cotton as they are the most breathable. 

Unfortunately cotton can wrinkle. Who wants to pull a wrinkly dress out of their travel bag when getting ready for a nice dinner on vacation? 

A good idea is to include some synthetic pieces such as polyester as they make the best travel clothes as far as not wrinkling. 

I’m not a proponent of polyester but in addition to not wrinkling like cotton, they also tend to be lightweight and odor resistant.

A pair of pants in a poly blend will look much better when you arrive than a linen pair of pants. There are many options for travel pants from black pants in merino wool to travel pants that can also be used for other activities such as hiking to leggings.

I often travel in my yoga leggings or hiking pants as well as in my most comfortable shoes. These pieces travel very well, and they have lots of pockets. If pants do not have pockets, I do not buy them.

I can easily put my ticket, phone, cash, and anything else I may need quickly in my pockets. Plus they are very light, dry quickly, and affordable.

Finally, the best travel purse is one that you can carry everything you need without being too heavy. I prefer a crossbody bag that is safer but anti-theft as well. My current bag is from Baggalini and I have had it for many years.

How do you make a capsule wardrobe from scratch?

If you are beginning to pull a  capsule wardrobe together whether it is for a travel  wardrobe, business wardrobe, or day-to-day, take a look at your current style. 

For those like me that are more minimal and tailored, a frilly, lace blouse probably would not be used much in our wardrobes. A loose fitting, silky blouse may work for some but for me, it would never be worn.

A good idea is to take a hard look at your closet. What do you wear most often? What do you not wear at all or very rarely? 

As mature women, it is important we not only look our best but feel our best. It only takes a little bit of time to choose clothes that provide the best fit and go a long way to feeling confident in our skin.

Designing your capsule of the best travel clothes for women over 50

For me, I take fashion trends with a grain of salt and choose to start with color. Why? Fashion trends tend to be for younger bodies than where I am now in my 60s. 

I tend to gravitate toward blues and blacks as far as pants, shorts, and skirts for my base layer.  I still have a black jacket in my closet I reach for it on days I need to be more pulled together.

Adding neutral colors such as these plus brown and even white, beige, and pink, makes mixing and matching easy allowing you to create different outfits. 

Pops of color instantly liven up these neutrals and are perfect for tropical vacations, cruise wear, or resort wear. A little black dress can double as the best travel dress also if you choose good quality.

Skinny jeans? If you are comfortable with them and they are the perfect fit, absolutely. If not, even though they may be in fashion today, you will not wear them. It’s that simple. Comfort is number one.

I have an active lifestyle and my choices may not work for you. For me, comfortable travel clothes take precedence over fashion any day.

I always gravitate to a nice shirt or short sleeve top to make layering easier. I also choose wrinkle resistant options and my favorite pieces are the ones that always travel the best.

How about shoes? How many pairs should you pack? Again, it depends on what you will be doing on your vacation. A good option is to choose shoes that you can wear while traveling as well as when you are on vacation.

If like me, you tend to be active, you may need to pack several pairs of shoes. I often choose my workout sneakers along with a dressy pair of sandals and flip flops for the warm weather in the summer vacations. Also, consider wearing clothes with built-in sun protection.

Winter is a different ball game. I do try to avoid going north during the cold weather winter months but being a Cleveland girl, it often happens as mom still lives in Cleveland.

Again, I will have my workout shoes but also a pair of comfortable black boots that will go well with any outfit. 

Pulling it all together

Cruise fashion is different from resort fashion which is way different from what you would need for a week in a cabin in the mountains. Think about your trip and what you will need.

Start with a  packing list . Write down how many days you will be traveling and how many days you will be on vacation. 

I choose black pants or blue jeans for the days I am traveling. They are both great options that can also be mixed in and worn on your actual vacation.

The best travel outfits may be worn in different ways for different events. If you have great style, it will be easy for you to pull together a wardrobe of stylish travel clothes.

If you dread packing, starting with a packing list is definitely the way to go, so you can decide how many outfits you will need. You can grab mine to print out here:  What To Pack

If you are packing for a cruise, you may need a dress for the formal night. On the cabin vacation, you may not need anything dressy at all.

Next, what is your body type? If a comfortable waistline is important, on your travel days you would not want to wear a super tight pair of jeans. 

What do you normally wear when you not only are comfortable but are also feeling your best? The perfect travel outfit and the best travel clothing are those that make you feel good and look good. 

A favorite clothing line of mine is  Sketchers . Not only are their shoes amazing, their pants give me a great fit. And most of their clothes are wrinkle-resistant as well as many being water resistant.

What should you have in your travel clothes capsule?

Ready to pull it all together? Perfect! Separate your clothing items by day wear and night wear. Think of your color scheme and what will hold up to the rigors of travel.

Did I mention underwear yet? The best travel underwear stays in place! You do not want to be dealing with pulling underwear out from where it may have moved while sitting on a plane or in the car.

Comfortable pants  and a top, or I have found a travel dress that has a flattering fit on you is another great option. Personally, I love the options from Eileen Fisher .  My favorite piece is the washable stretch crepe pants .

Choose one that is the perfect length and long enough, so you do not need to worry about bending over. Dresses are often the best choice for travel to warmer climates.

For cold weather trips, a good pair of jeans with a nice fit and a leather jacket may be a great way to go from plane to taxi or from the car to the hotel. Add a color scarf for that pop of color.

Here are some great travel tips for clothes that will keep you comfortable and stylish on your next adventure.

1. A casual maxi dress is perfect for  travel any time of the year . Throw on a cardigan or jacket for cooler weather and add a colorful scarf or shawl for extra warmth. Eddie Bauer has some great dresses for travel including tank dresses and t-shirt dresses. Both travel very well.

2. A pair of comfortable pants, like yoga pants or leggings, can be dressed up or down depending on the occasion. Pair them with a cute top and jacket for a put-together look.  Fabletics  has a great intro offer for yoga pants and leggings as well as Eileen Fisher mentioned above.

3. A skirt is a great option for travel, especially if you’ll be doing a lot of walking. Choose a comfortable material like cotton or dark blue denim, and pair it with a cute top. For plus size women, Lane Bryant offers great options for not only travel, but office looks as well.

4. If you’ll be doing a lot of sightseeing, consider wearing comfortable sneakers or flats. You can also pack a pair of sandals or dress shoes for evening outings.

5. Don’t forget to pack a few essential accessories. A hat can protect you from the sun, and a scarf can keep you warm on cool evenings. 

A travel-sized bag is perfect for carrying your essentials, and a pair of sunglasses will help shield your eyes from the glare.

I’m a Boho Bag gal myself. The bigger, the better because I can squeeze so much into those bags. 

I have everything I may need on the plane or in the car nearby but can slip the handles of the bag over my suitcase and wheel away.

A good bag or purse that has many pockets both inside and outside the bag is best. That allows you to easily secure your phone, lip balm, ticket, and more within easy reach when you need it until you get to your final destination.

With these travel outfit ideas and helpful tips, you’ll be comfortable and stylish on your next trip. Pack your bags and get ready for an adventure. You deserve it.

These links will help you create the perfect travel capsule wardrobe for you:

Baggelini Anti-Theft Memento Crossbody Bag

Eddie Bauer Travel

Boho Travel Wear

Disclosure: I earn a commission if you make a purchase through my links at no additional cost to you! I would never recommend anything I don’t personally use, and the income goes to keeping this site updated and free for everyone!

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About Denise

Denise Sanger lives a life split between her love for fitness and her passion for travel particularly to the BEACH.  Denise also has a love of marketing and lives in beautiful Suwannee County, Florida. You can find out more about Denise here:  About Denise

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31 Best Resort Wear Pieces To Pack for Your Next Beach Vacation

Save big on resort wear for spring break!

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You’ve done it! You’ve made it through the dredges of winter, with its snow, sleet, and frigid temps — not to mention, a pandemic that kept most of us at home for a year. Now, with the Covid-19 vaccine available to more people every day and life slowly returning to some semblance of normal, you’re more than ready to take that vacation you’ve been dreaming of. There’s just one teensy, tiny little problem: It practically requires a whole new wardrobe! Not to worry, though — we’ve rounded up the best resort wear for women over 50, so you can enjoy your well-deserved vacation in style. We found flattering, comfortable pieces you’ll love, from hats and sunglasses to swimsuits and sandals. Keep scrolling to shop our picks — we’ve practically made your packing list for you, so all you’ll need to focus on is having fun in the sun!

Best Resort Wear for Women Over 50 Deals:

• Up to 60% dresses off at Nordstrom>
• Up to 15% off select sundresses at Amazon>
• Extra 60% off select summer styles with code: SHOPSALE at J.Crew>

The Best Resort Wear for Women Over 50

• Best halter dress for women over 50 : Look Into The Sun Maxi Dress
• Best one-piece swimsuit for women over 50 : Summersalt The Ruffle Blackflip Swimsuit
• Best sarong for women over 50 : Vix Paula Hermanny Sarong
• Best beach hat for women over 50 : Women’s Sun Straw Hat Wide Brim
• Best resort sleepware dress for women over 50 : Printfresh Cami Nightgown
• Best smock dress for women over 50 : Free Peopl Golden Hour Smocked Bodice Cotton Maxi Dress
• Best slides for women over 50 : Vionic Vesta Sandals
• Best wide leg pant for women over 50 : Alex Evens Tie Waist Mesh Pants
• Best slingback sandal for women over 50 : Zodiac Lola Slingback Sandal
• Best sundress for women over 50 : The Positano Resort Dress

What is resort wear?

Also known as “cruise wear,” resort wear is exactly what it sounds like: Summer-ready, lightweight, packable clothing that you can wear on vacation. Pieces are typically made from breathable materials, such as cotton, silk, straw, and microfiber, while patterns tend to be either bright and fun, like you’d see on a Hawaiian shirt, or classic, such as nautical print.

How should I dress for a resort?

It’s your vacation, so you should dress however makes you happy! That said, if you’re headed someplace sunny, you’ll probably want several swimsuits, a few swim cover-ups, a sun hat, and sandals. You’ll also want some lightweight, flowy dresses, pants or skirts, and tops. Make sure you have at least one outfit that feels fancy enough to wear out to a nice dinner, and plenty of pieces that are easy to pair and wear anywhere your adventure happens to take you.

What’s the best resort wear for women over 50?

Since resort wear shows off a lot more skin than, say, your comfy winter sweatpants , you’ll want pieces that are supportive, comfortable, and of course, stylish.

While some women over 50 will be more than happy to show off their bodies in an itsy-bitsy bikini and shorts , others may prefer pieces with a bit more coverage. One-piece swimsuits or tankinis (Buy from L.L. Bean , $69.99), which have an elongated, tank top-like cut, are slightly more conservative. You can also throw a cover-up (Buy from Anthropologie , $88) over your suit for a bit of added modesty and sun protection.

Cropped pants or shorts with a 7 or 5-inch cut (Buy from Tommy Bahama , $79.50) will keep you cool without riding up your backside, and oversized hats will keep aging skin safe from the sun’s harmful rays.

Regardless of your age, however, the best resort wear will consist of the pieces you feel the most attractive and confident in. We’ve chosen a wide selection of breezy finds that will be suitable for whatever activities your vacation may bring, whether you’re strolling the beach or lounging in a hammock.

Ready to trade in your winter boots for flip flops and your sweaters for tunics? You’ve come to the right place. Keep scrolling to shop our picks for the best resort wear for women over 50.

Woman’s World has affiliate partnerships so we may receive compensation for some links to products and services.

The Best Resort Wear For Women Over 50

Look into the sun maxi dress.

Buy from Free People, $98

Why we like it:

Summer is the time to show some skin, and it doesn’t get much sexier than this gorgeous halter dress. The Look Into The Sun Maxi is the perfect blend of elegant and fun, making it a great option for nights spent dining and dancing. Although the flowy bottom looks airy light, the material is substantial enough to keep everything in one place if a breeze comes your way. The top is adjustable, and there are some subtle slits on the side. Flattering to both small chested ladies, as well as the busty, you’ll love how the rayon material skims your curves.

Editor’s review: “I love a halter dress, so I was excited to try this one sent to me from Free People! As you may already know, halter dresses are universally flattering to all bust sizes. I also love a maxi, and was pleasantly surprised by the weight of this one. Some dresses with a guazy look feel really flimsy, but not this one! I could feel the quality as soon as I tried it on, and I know I’d be comfortable wearing this to a fancy summer wedding or resort restaurant. I tried a small, and it fit great. I don’t have much in the bust department, so I really appreciated how I could adjust the straps and cups to cover me. You don’t need a bra with it, but I still think I’ll invest in some push-up pasties when I wear this out on the town. The dress is long, and even with my 3.5-inch heels the back dragged, so unless you’re very tall (I’m five-foot-five), you may want to have it hemmed. Is it worth it? Uh, yes! It’s simply too lovely to pass up.”

Summersalt The Ruffle Blackflip Swimsuit

Buy from Summersalt, $66.50 (was $95) – Use code: SALE30

• 13 different print choices
• Deep-V front
• 4.2 out of 5-star rating on Summersalt

The straps on The Ruffle Blackflip make it look like a cute bodysuit for summer, and if you pair it with shorts and wedges, that’s how it can be worn! Of course, it’s perfect for the pool, too, or frolicking along the beach. The swimsuit has built-in soft cups for coverage, as well as Summersault’s signature compression material for a comfortable fit. We love it in black, but it also comes in many different prints, such as strawberry and spritz, and nectarine orchard. Whatever you decide on, we’re sure you’ll look unbelievable!

Vix Paula Hermanny Sarong

Buy from Vix Paula Hermanny, $138

• Available in 3 different prints
• Made of 100 percent viscose
• Sand repellent

It wouldn’t be a week at the beach without a Vix Paula Hermanny Sarong , right? It’s a breeze to pack and lightweight, plus the scarf-style beach-essential provides the perfect amount of coverage without making you sweat. Its viscose fabric is cooling to the skin and impervious to sand, so it can be comfortably worn on the daily. Wrap around your waist to show off a bikini top or tie around your neck to create a dress. You’ll be the most stunning lady at the cabana.

Women’s Sun Straw Hat Wide Brim

Buy from Amazon, starting at $23.38

• Floppy, boho design

For the love of your skin, don’t forget a wide-brim floppy hat . We’re packing this one , since it’s foldable, as well as stylish. Seriously, we’ll be wearing it even when we return home, because sun protection is always fashionable, and this hat offers UPF 50 plus of it. It’s available in 10 different looks, has an adjustable chin strap — handy for when those sea breezes hit, and a moisture-wicking inner sweatband. In our book, that makes it a resort wear must!

Printfresh Cami Nightgown

Buy from Printfresh, $108

• Made of 100 percent cotton
• Available in lots of different prints
• Sizes up to 6X

Unless you plan on sleeping in the buff, we suggest packing a fun and cooling nightgown, like this cami-style one from Printfresh . It comes in a variety of fun prints, is short enough to wear over a pair of shorts (for those quick runs to the ice machine), and is made of 100 breathable cotton. You’ll love this fun sleepwear frock so much, you’ll want to keep it on during the day. We admit, it would look super cute with leggings and a pair of motorcycle boots!

Free Peopl Golden Hour Smocked Bodice Cotton Maxi Dress

Buy from Zappos, $168

• Comes in several different prints
• Lightweight material
• Sleeves for extra coverage

A flowy, flirty dress we can enjoy on vacation and at home? Yes, please! That’s exactly what this Bodice Cotton Maxi Dress offers, and we’re here for it. The sweet puffed sleeves gives extra coverage while providing breathing room, and the skirt has the perfect amount of movement to prevent sweaty legs. This looks fantastic with sandals, wedged heels or your freshest white tennis shoes. It’s made from 100 percent cotton, so you know it will keep you cool in tropical weather, and if you’re going somewhere chillier, simply add a cute bomber or jean jacket.

Vionic Vesta Sandals

Buy from Zappos, $100

• Arch support
• Great for those with over-pronation and flat feet
• Color options

Give footsies a break with these stylishly supportive sandals from Vionic . The podiatrist-designed shoe has all the arch support and cushion feet need, plus the puffy crisscross straps are very on trend. Featuring a deep cup heel for stability and a dual density mid-sole, the shoes cradle the foot without add weight, bringing ease to calf muscles and ankles. An ideal choice for those with flat feet or who over-pronounce, they’re a must for those who refuse to sacrifice comfort for fashion sake. They also add a smidge of height, which never hurts!

Alex Evens Tie Waist Mesh Pants

Buy from Amazon, starting at $47.99

• Relaxed fit
• Black goes with everything

Don’t box yourself in on holiday. Instead, opt for this roomy wide-leg pant from Alex Evens. It’s perfect with a bikini top, tee, or tank. Made with air chiffon, you’ll love how breathable these pants are. Hitting right above the ankle, they won’t drag on the pavement while you sightsee or become damp from walks on the beach. Although relaxed, they slightly come in at the waist, which gives them a look that’s still tailored. Wear them as you lounge by the pool, grab drinks, or even on the plane ride home.

Zodiac Lola Slingback Sandal

Buy from Amazon, $26.92

• Thick ankle strap
• Rubber sole

A vacation isn’t a vacation without a pair of contemporary sandals to go sightseeing in. We like how these Zodiac Lola Slingback Sandals give some height without putting a lot of strain on the leg or back. Their straps are adjustable, so regardless if you’re ankles are dainty or on the larger size, your feet will stay in place. The black and white print reminds of snakeskin, and go with a variety of styles. Whether your choose them to go with a flowy skirt, shorts or flirty sundress, they’ll make you look fabulous from the toes up!

Promising review: “This shoes are true size, [comfortable] and just high enough.”

The Positano Resort Dress

Pre-order from Kenny Flowers, $158 — Use code HOLIDAY15 for 15 percent off all orders sitewide! Plus, free shipping on orders over $150!

• Fun lemon print
• Customizable straps
• Organic material

Whether you’re walking on the beach or grabbing a quick bite while you see the sights, no one will be able to take their eyes off you in this number! The Positano Resort Dress from Kenny Flowers will instantly make you (and everyone else) smile when you slip it on. We’re not sure what we love more: its bold and cheerful lemon print, or the 100 percent organic rayon material. However, we’re sure you’ll be as obsessed with it as we are. The dress features adjustable straps that can be tied or tucked inside, and it’s ethically made. Pair with your favorite sandals, and prepare for all the compliments.

SNDYS Leo Shirt

Buy from Revolve, $68

• Bright color
• Made with a blend of cotton and linen

An easy button-up shirt, cooly tucked into a pair of shorts or jeans is what you need when strolling the resort. We recommend this cheery pink Leo Shirt for the occasion. It will instantly perk your mood, as well as your outfit. Its breast pocket easy fits sunglasses or a room key, and the button barrel cuffs look very cool when rolled to the elbow. The shirt is long enough to be tied or worn as a beach cover-up, plus the lightweight material will keep you comfy through the day.

Dokotoo Women’s Oversized Denim Jacket

Buy from Amazon, $45.97

• Light but warm

Don’t forget a jacket, even if you’re traveling somewhere warm. This Dokotoo Oversized Denim Jacket from Amazon is a great option, perfect for chilly plane rides or air conditioned Ubers. It’s large enough to wear over a sweater or dress with puffed sleeves, and can be tied around the waist when not in use. The delicate fringe at the bottom adds lovely detail, and breast pockets with buttons keep your phone and credit cards safe. Available in more than 10 colors and under $50, it’s one of the best resort wear pieces for women.

American Optical General Sunglasses

Buy from Amazon, $250

• Customizable
• Smudge resistant
• Reduces eye-fatigue

Keep your peepers safe and your look chic with these classic sunnies. Since 1833, American Optical has been the ultimate crafter of eyewear, and their creations have been a favorite of movie stars and visionaries alike. We know you’ll feel like A-list royalty when you show up to the resort in a pair of the General Sunglasses . They have the perfect aviator shape, and make every wearer look sophisticated and cool. I love them in rose gold, but you can snag them in regular gold, or silver. Customize the look and fit on their website, where you can upload a shot of yourself to get a truer feel for how you’ll appear once you are sunning yourself poolside. The glasses offer full UVA and UVB protection — the most important thing — and the lenses are scratch resistant and have a smudge resistant coding to keep them in tip top shape.

Editor’s pick: I’m really impressed by these sunglasses from American Optical. I’ve always wanted a pair of aviators, but could never find the right ones. These fit my face perfect, and give me that downtown cool girl vibe I’m always chasing. I can wear them with anything — dresses, jeans, sweats…you name it! I look instantly put together. They’re distortion free, which I love for when I’m driving. Plus, they come in a very sturdy, very nice case.

London Rag Diyora Espadrille Platform Sandal

Buy from DSW, $49.99

• Ribbed rubber bottom
• Comfortable height
• Adjustable closure

We’re obsessed with the Liza Espadrille Wedged Sandal from Dolce Vita. It gives just enough height to elongate the leg, while remaining comfortable enough to wear all day. The bottom has ridges, and basically performs like a sneaker. The adjustable straps keeps you from sliding around as you jet from one spot to the next. They’re fancy enough to wear with a sundress or skirt, but also will liven up a pair of shorts or pants. Available in several classic colors, you’re not going to want to take a vacation without them.

Promising review: “I bought these for a trip down to Florida and oh.my.gosh! I love them! They are super sturdy for walking, and they’re also super comfy!”

Sopligon Linen Cotton Shirtdress

Buy from Amazon, $24.99

• Can be worn for work and play
• Quarter length sleeves

It can be really frustrating to buy clothes that work for vacay but not everyday life. Fortunately, that’s not an issue with this flowy number. The Sopligon Cotten and Linen Shirt Dress is perfect for causal sightseeing strolls, but can also be worn to work or an evening with friends. It comes in every-so-gently at the waist, and remains relaxed enough for you to remain comfortably cool on the hot days. If you’re self-conscious about your arms, you’ll love the sleeves. Plus, the dress has pockets! You can pair this lovely dress with a pair of wedged sandals, but I’d even wear it with ice white sneakers, and cardigan.

Tory Burch Miller Leather Sandal

Buy from Nordstrom, $198

• Made with soft leather
• Perfect for a minimalist style
• Available in different colors

Comfort is key when you’re trying to relax — particularly when it comes to footwear. Invest in a pair of luxe flip flops, like this leather pair from Tory Burch , that will get you through every activity on your itinerary. Their clean, minimalist aesthetic will pair well with the rest of your resort wardrobe, wacky patterns included.

Happy customer: “ I bought this shoe in the vintage vachetta leather and I love them! The color is a great brown neutral. The shoes are comfortable and non-blister inducing.I like the fact that while this shoe has a large logo, it blends in with the rest of the shoe without being straight up in your face and can still just look like a pretty design. I would say these shoes run pretty true to size but if between sizes, I would go with the bigger of the two just because I hate too small looking sandals where toes or heels hang over.  “

Craftsman Rattan Adjustable Crossbody Bag

• Lightweight
• Perfect for carrying essentials

No one wants to carry a heavy bag when out on the town. This light, handmade rattan crossbody bag is perfect for day excursions and relaxed dinners. Crafted by Vietnamese artisans, the bag’s strap is adjustable and perfect for carrying your wallet, phone, and room key. It has a button closure, and is lined with linen to keep your valuables scratch free. Toss your bracelets or necklace inside if you take a dip in the pool. They wont become entangled by the natural fiber. This goes great with a sundress, pants or shorts, but can also be worn with a little LBD to make your look more modern or downtown chic.

Promising review: This small bag is super comfortable, and spacious. I love that every time I wear it I get compliments. It’s trendy but also classic. The price is incredible compared to others on the market. I usually have a hard time finding a small bag that fits my large cellphone, and this one does!

Michelle Tunic Cover-Up

Buy from Zappos, $56.40

• Relaxed, flowy style
• Button-down V-neckline
• Also comes in black

We think this breezy garment from Nordstrom could easily double as the perfect beach top. Flowy and loose, with a flattering button-down V-neckline, you’ll feel light and free, while the gauzy design adds some coziness for breezy shoreline walks. We also love that it’s available in four neutral colors!

Promising review: “This shirt was exactly as expected. Very oversized and comfy. Good for lounging around the house or even [as] a beach cover up. “

Eric Javitts Squishee Classic Fedora

Buy from Bloomingdale’s, $295

• Classic look
• Goes with many different looks
• Sun protectant

Floppy sun hats are great, but Fedoras are a bit cooler. Take the Squishee Classic Fedora , for example. Its brim is just under three inches, so it will protect you from the sun without hiding your gorgeous face. No matter if you wear it with a sundress, swimsuit or shorts, you’ll look classically stylish. Best of all, even when your vacation is over, you’ll be able to wear it out on the town. Throw it on when running errands or for a lunch date. You’ll turn heads and get compliments. The design is packable — perfect for getaways — and has a timeless black ribbon above the brim. Available in cream or tan.

Promising review: “This hat was chosen to wear to a wedding in a very hot climate. Not only did it look amazing, but it provided protection from the sun and disguised any hair imperfections from the humidity. I felt composed and confident. On my flight to Oklahoma, I was asked repeatedly where I purchased it and the designer. The fit is perfect, feels comfortable and is worn with ease, which I find necessary when wearing a hat. I am grateful to have found it. It will be a part of my wardrobe for many years.”

The Sidestroke

Buy from SummerSalt, $66.50 (was $95) – Use code: SALE30

Buy from Amazon, $95

• Asymmetrical design
• 11 shades to choose from
• Editor favorite

People rave about this fun and flattering asymmetrical colorblock suit . A perennial bestseller, it offers full bust support and coverage for your derrière and comes in a long-torso version as well. Available in nine color combos (including solid black for a more classic look), your biggest problem will be choosing just one! 

Promising review: “ So not only is this beautiful swimsuit comfortable and aesthetically gorgeous but it is so flattering. I’ve never felt so comfortable in a swimsuit. Not worried about my boobs popping out or having to tuck them in. The suit is very formfitting but not in a uncomfortable way. Keeps everything in its place. “

Coral Stretch Knit Walking Shoes

Buy from Ortho Feet, $119.95 (was $145)

• Great for diabetics
• Flexibility
• Lots of color options!

If you’re going to view local attractions, you need a good pair of sneaks! Take these Walking Shoes , for example. Along with coming in a variety of colors, they’re also engineered to support your arches and heel. Your feet won’t get funky, thanks to their anti-microbial fabric and foam, and they’re flexible enough to move with your natural stride pattern. They’re a great option for those with diabetes, bunions, or even plantar fasciitis. More importantly, they’re amazing if you have a full day of museum hopping and clothes shopping planned. Available in standard and wide, you’ll wear these even when vacation has ended.

Promising review: “Love these shoes! Comfortable from day one, and they’ll come in handy for my trip to California!”

LNX Womens Linen Pants

Buy from Amazon, $29.98

• Available in lots of colors
• Great for multiple seasons

When the weather warms up you want a pair of pants that don’t make you sweat, but can be worn in different ways. What we love about these linen capri pants that they’re just the right blend of tailored and relaxed, hitting a little below the mid-calf and cuffed. Available in several colors, these ultra soft pants have a drawstring tie to avoid gaping (we hate that), and are made with a cotton-blend fabric. Pair these with a tee and jean jacket, blouse or cable knit sweater. You can wear these in spring, summer, and even fall. Don’t be surprised if you decide to snag several pairs.

BeanSport Swimwear High-Neck Tankini

Buy from L.L. Bean, $60

• Features a slimming fit
• Can mix and match with coordinating bottoms
• Included soft cups provide support

Modest is far from frumpy in this eye-catching L.L. Bean tankini , which covers your tummy without sacrificing an ounce of style. It’s got soft cups for shaping and support and detailing at the neckline for a bit of added flair. Pair it with the bottom of your choosing — we like the mid-rise skort featured below the top, which has a higher leg line and a more modest rear.

Promising review: “ This suit is not only beautiful but makes you feel slimmer, which is what I was looking for! I am slowly losing weight but I felt really good about my belly not being a distractor. 100% more confidence in this suit! I also got the cute skirt to go with it……love it! “

Bluetime Women’s Chiffon Maxi Skirt

Buy from Amazon, $33.88

• Available in different prints
• Goes up to XXL

This gorgeous skirt from Bluetime doesn’t only work for vacay but home. When the days are warm it looks lovely with a pair of sandals and cami. On cooler afternoons it can be worn with tights, boots, and a sweater. The flowy skirt features an elastic band for comfort, and is made from lightweight chiffon. Plus, the price is amazing. We’d buy more than one, especially since it’s available in a variety of prints.

Sanibel One-Piece Swimsuit

Buy from Amazon, $ 180

• Adjustable straps

Let’s bring the one-piece back, shall we? Especially if it’s as sexy and flattering as the The Sanibel One-Piece Swimsuit . The stretchy nylon conforms to your curves while slenderizing. The built-in wired cups offers support as you splash in the ocean or pool. It’s recommend that you order one cup size up. The adjustable straps mean you won’t have to deal with material digging into your back or unsightly bulges.

Happy Customer: “This is the second Miraclesuit Sanibel Underwire one piece style I’ve purchased. I am 5 foot three, 150 pounds, and wear a 38D. I love the fit and style. The suit fits snugly, and you will definitely appear 10 pounds slimmer. It really smooths your shape!”

Pha Resort Wear Skirt Long Maxi Skirt

Buy from Amazon, starting at $36.99

• Made with soft cotton fabric
• Has an elastic waistband for added comfort
• Bright red color adds a pop to your wardrobe

With its easy tiered design and its cotton fabric, this skirt was made for kicking up your heels. It has a comfortable, elastic waistband and reaches down to your feet, covering up any lower body imperfections. This bright red shade will add a pop of color to your beach wardrobe, and is perfect for strolling along the beach while sipping your favorite tropical drink.

Happy customer: “ Color just like in picture, lovely feel and length. “

La Blanca Hooded Coverup Tunic with Kangaroo Pocket

Buy from Neiman Marcus, $85

• Adjustable drawstring hood
• Comes in 2 colors

Even paradise can get a little chilly from time to time! Cover up with this oversized sweater from La Blanca , which has a hood for added warmth.

Jezabell 57mm Round Sunglasses

Buy from Nordstrom, $75

• Vintage-inspired design
• Round lenses
• Can be worn year-round

Dark and alluring, Quay Australia’s upscale Jezabell sunglasses speak to the affluent lifestyle resort wear, and were originally created to accommodate while remaining relatively reasonable in the price department. Old Hollywood glamour, anyone?

Promising review: “ Alas! A pair of sunglasses that can be worn on a daily basis and I don’t feel like I need to be dressed up to wear them. Also, they fit my big head and are extremely comfortable to wear (no digging on the bridge of my nose or behind my ears!) For reference, I have a square-shaped head and these glasses suit me well! You also can’t beat the price! I own a range of sunglasses from a bunch of different designers and these, by far, are the best I’ve ever owned! “

Tommy Bahama Boracay 5-Inch Shorts

Buy from Nordstrom, starting at $79.50

• Come in a 5-inch cut
• Made with cotton material
• Available in 3 colors

For a breezy pair of shorts with a longer cut, we love these Boracay bottoms  from Tommy Bahama. Not only do they hit at the mid-thigh, thanks to a comfortable 5-inch cut, they’re made of a mostly cotton fabric with a hint of stretch for added ease. A khaki color, like the pictured pair, will also go with just about anything you happen to pack.

Happy customer: “ These Boracay shorts are the most soft and comfortable shorts I’ve ever owned. I’ve bought different types from a variety of stores and these are far, far better. The quality of the material is amazing. I won’t buy shorts any where else. I love all the colors I ordered. I am beyond satisfied. “

Floerns Square Neck Ruffle Boho Maxi Dress

Buy from Amazon, $39.99

• Romantic square neck
• Relaxed flowy design
• Features fun florals and spaghetti straps

If you need a little extra coverage in the swimwear department, look no further than this cover-up , which offers just a hint of what lies beneath without baring it all. It has an A-line design to it, making it the perfect fit and flare frock for your vacation. Adjust the straps for your ideal fit and try not to be obsessed with the fun floral. The popular dress is always being released in new patterns, so if you’re not crazy about this one, keep checking back for its latest edition.

Deal of the Day

Happy customer: “I love this dress! It’s light and airy, while still providing plenty of coverage … I got the leopard print and it’s just a wonderful summer/spring/fall option you can dress up or down. Cannot beat the price and the delivery time!”

Sheln Wide Leg Pants

Buy from Shein, $11

• Extra-wide leg design
• Adjustable drawstring waist
• Breathable material

Flowy and ventilated with an extra-wide leg and a slit on either side, these flouncy pants are exactly what we want to be wearing on our next seaside venture. There’s a drawstring waist for a custom fit and a bit of intricate detailing at the edges. 

Happy customer: “I bought these for my Florida bachelorette trip, and absolutely love them! They are very comfortable, and great quality! Highly recommend!”

Shop more of the best resort wear for women over 50 >

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The 16 Best Travel Dresses of 2024

Our top picks are elegant, versatile, and endlessly comfy.

In This Article

Jump to a Section

• Our top picks
• Tips for Buying
• Why Trust T+L

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation. Learn more .

Travel + Leisure / Kristin Kempa

The best travel dresses make it easy to throw together outfits while allowing you to pack fewer pieces. They can be dressed up or down for casual, fancy, and professional occasions. You can wear them on travel days and, depending on the material, potentially multiple times during your trip — even without access to a washing machine.

We scoured the internet and checked our own closets to compile options for every style, season, and activity. From sophisticated shirt dresses, sweater dresses, and wraps to breezy sundresses, maxis, and sporty athleisure numbers, you'll find the perfect frock here.

Best Overall

Quince mongolian cashmere sleeveless midi sweater dress.

This endlessly versatile dress can be worn year-round, in any weather, and you can style it with various layers, outerwear, and shoes.

The brand recommends hand washing it and laying it flat to dry.

You can count on Quince for well-made wardrobe staples at accessible price points. The brand carries lots of high-quality, relatively low-maintenance cashmere pieces, like this travel-friendly dress. It features a sleeveless, midi-length cut and a fisherman sweater knitting pattern.

Suitable for all four seasons, this dress can be layered under a cardigan, blazer, jean jacket, or shawl, worn over a snug-fitting turtleneck or thin T-shirt, or rocked as-is in warm weather. It also pairs well with various shoe styles, including boots, sandals, flats, block heels, and wedges.

Since cashmere (a type of wool sourced from goats) is naturally odor-resistant, you can wear this dress more than once between washes — and pack fewer items for your trip. The soft, breathable material won't wrinkle or crease in your suitcase, either. But bear in mind hand washing is recommended.

The Details: XS to XL | Mongolian cashmere

Best Budget

Amazon essentials above-the-knee dress.

With a laidback athleisure style, this sweatshirt dress is great for daytime wear or hanging out at your rental.

It doesn't have pockets.

If you're on a budget, look no further than Amazon. This affordable frock features a classic crew neckline, long sleeves, and an above-the-knee cut. The laidback style is essentially a sweatshirt dress, so consider wearing it with sneakers, slides, or another sporty sandal style. You can wear it en route to your destination, out and about during the day, or while padding around your vacation rental. We wish it had pockets, but for this price, we're not complaining.

The Details: XS to 2XL | Cotton, polyester

Best Size-inclusive

Skims long sleeve dress.

It comes in nine sizes, and the buttery fabric stretches to twice its size to ensure a fit every time.

Popular sizes and styles sell out frequently.

Skims is among today's most size-inclusive brands. Not only does this dress come in nine sizes (ranging from 2XS to 4X), but like other pieces from the Fits Everybody line, the unbelievably flexible, body-molding fabric stretches to double its size. Plus, it resists wrinkles and takes up minimal suitcase space. We also appreciate that the dress offers subtle shaping effects, cinching the waist and smoothing the arms and hips. Unfortunately, popular sizes and colors sell out frequently, but if you can snag this dress in your size, you won't regret it.

The Details: 2XS to 4X | Polyamide, elastane

Best Short-sleeve

Everlane short-sleeve dress.

The timeless, travel-ready Dream Dress can be dressed up or down and worn with several outerwear and footwear styles.

This style doesn't have pockets.

This timeless, elegant dress from Everlane is just the thing for your upcoming trip. It flaunts a mid-length A-line skirt, a semi-fitted bodice, and short sleeves that fall just above the elbows. You can dress it up or down, wear it day or night, and pair it with a wide range of outerwear and footwear styles — think loafers and a blazer, heeled boots and an overcoat, or flats and a denim jacket. This dress is also sustainably made with organic cotton and modal sourced from responsibly managed forests.

The Details: XS to XL | Organic cotton, modal, elastane

Best Long-sleeve

Nordstrom long sleeve shift sweatshirt dress.

This cozy, casual dress boasts a neoprene-like knit fabric that's warm but not overly heavy with wrinkle-resistant stretch.

It may not be as breathable as natural weaves.

We stand behind Nordstrom's own brand for high-quality pieces that aren't exorbitantly expensive. Case in point: this thoughtfully designed long-sleeve number. This dress features a relaxed shift silhouette, a jewel neckline, a midi-length cut with side slits, and handy pockets that are clutch for travel. The neoprene-like sweatshirt material is thick and cozy but not too heavy. And it has some stretch to it, which helps prevent wrinkles and enhances the overall comfort.

The Details: 2XS to 2XL | Polyester, rayon, spandex

Best Sleeveless

Unbound merino travel dress.

The aptly named Travel Dress is a layerable, three-season wardrobe basic that can be worn multiple times between washes.

The material may pill over time.

Unbound Merino's Travel Dress is crafted mostly from merino wool, with a touch of nylon and spandex for extra stretch and durability. As a naturally antimicrobial textile, wool repels bacteria that cause body odor, so you can wear it multiple times between washes. This makes it ideal for travel, as you can pack fewer outfits. Less frequent washing will also help prevent the material from pilling. Though the sleeveless style is a go-to for warm climates, you can also wear it in transitional weather with the right layers and accessories.

The Details: XS to XL | Merino wool, nylon, spandex

Maeve Sweater Dress

Anthropologie

The 1960s-esque Annalise Dress is flirty yet sophisticated and suitable for year-round wear.

Hand washing is recommended.

We love this flirty yet sophisticated dress from Maeve. Reminiscent of go-go dresses from the 1960s, the Annalise has a modish mock neck, nearly elbow-length sleeves, a simple shift silhouette, and patch pockets. Though it's a mini cut, the weighty, sweater-inspired material and structured shape make it suitable for year-round wear. Whether you style it with tights and an overcoat or go bare-legged with heeled sandals, you'll be dressed to impress. The fabric should resist wrinkling, but you might consider hand washing to prevent pilling or misshaping the garment.

The Details: 2XS to XL | Viscose, polyester, nylon

Free People Essential Slim Midi

Free People

This effortless T-shirt dress is super stretchy and exceptionally soft, not to mention versatile, layerable, and packable.

You'll want to wash it by hand with cold water.

Free People makes our favorite calf-length option. The Essential Slim Midi is lightweight and stretchy with a super-soft, airy feel. This semi-slim (but not too tight) T-shirt dress works as a swimsuit cover-up, resort wear, or a casual daytime outfit. The effortless design goes with sneakers, slides, wedges, platform sandals, or flats. It doesn't have pockets, but it's wrinkle-resistant and easy to pack. Just a heads up, the brand recommends hand washing this dress with cold water.

The Details: XS to XL | Polyester, viscose, elastane

Anthropologie Maxi Dress

The easy-breezy Raya Dress is just the thing for beach days, hanging by the pool, going to lunch, or attending a music festival.

Since it's 100 percent cotton, it may shrink or wrinkle in the wash.

We also like Anthropologie's Raya Dress. This easy-breezy maxi is perfect for a day at the beach, pool, or resort, but you can also wear it out to lunch, while shopping, to the farmer's market, or to a music festival. Available in four pretty colorways, the colorblock design is modern and eye-catching without sacrificing versatility. This dress is 100 percent cotton, so you can bet it's breathable and moisture-wicking. That said, it might wrinkle or shrink slightly in the wash — Anthropologie recommends hand washing.

The Details: XS to 3XL | Cotton

Best T-shirt Dress

Allsaints short sleeve maxi dress.

With a boxy silhouette and sporty details, the Anna Maxi has a casually cool vibe you'll reach for again and again while traveling.

It may shrink slightly the first time you wash it.

T-shirt dresses are excellent for travel, as they're easy to style and offer a casually cool streetwear appeal for daytime ensembles. We like this one from AllSaints. The Anna Maxi features a simple, slightly boxy silhouette, a sporty crew neckline, short cuffed sleeves, and side pockets, plus a longer cut, which makes it more seasonless. Since this dress is 100 percent cotton (of the organic variety), it might shrink a little the first time you wash it.

The Details: 00 to 12 | Organic cotton

Best Shirt Dress

Aday something borrowed dress.

The modern design has sleek, pared-down details and a professional appeal that's still laidback enough for casual outings.

It's machine washable, but line drying is recommended.

This shirt dress from Aday will make you look put-together while minimizing your time curating outfits. It's made of what the brand calls "technical silk," a sumptuously smooth, stretchy, and wrinkle-proof blend of nylon and elastane. Instead of a traditional point collar and buttons, it features a simple Mandarin collar and hidden snap fastenings down the front for a sleeker, pared-down appeal — extra points for the pockets. Whether you're traveling for business or pleasure, you won't regret packing this professional-looking yet easygoing piece.

The Details: XS to XL | Nylon, elastane

Best Sweater Dress

Faherty jackson sweater dress.

Featuring a mid-weight knit fabric and preppy details, this sweater dress is soft, cozy, and suitable for multiple seasons.

Hand washing and air drying are recommended.

Faherty's Jackson Dress can be worn in the fall, winter, or spring. Balancing a laidback vibe with preppy details, the modest, collared design is suitable for business-casual settings and leisurely activities alike. It's soft and cozy, too, thanks to the mid-weight sweater-inspired knit material. Since the cotton is blended with synthetic yarns, this dress should resist wrinkling. Still, hand washing is recommended to preserve the material.

The Details: XS to 2XL | Cotton, polyester, nylon, elastane

Best With Pockets

Foreign fare wrap me up dress.

Foreign Fare

Made with travel in mind, this non-wrinkling dress has two side pockets and a hidden zipper section big enough to fit a smartphone or passport.

It'll fall below the knees on shorter people.

The Wrap Me Up Dress was designed with travel in mind. It's made of a durable, wrinkle-resistant blend of Tencel and polyester, so you won't have to worry about creases when packing it in a suitcase. The material is also breathable, soft, and slightly drapey, which complements the subtly flowy, A-line silhouette. Best of all, it has pockets: two on the sides and one hidden zipper pocket on the front seam where you can stash your phone, ID, passport, room key, cash, or cards.

The Details: XS to 2XL | Tencel, polyester

Best Athleisure

Athleta coaster luxe sweatshirt dress.

Made of a thick, stretchy material with thumb-hole sleeves and zippered pockets, the Coaster Luxe Dress has a practical, athletic appeal.

If you prefer a slightly longer cut, consider getting the tall fit.

Athleisure was once brushed off as a passing trend of the early aughts, but the practical, non-restricting clothing style is here to stay — and it's a go-to among travelers. Athleta's Coaster Luxe Dress is made of an ultra-soft and supremely stretchy brushed sweatshirt material that'll keep you cozy while resisting wrinkles and wicking away moisture. The zippered pockets are a much-appreciated detail. You can wear this sporty frock to and from your destination, to brunch, on daily walks, while sightseeing, out shopping, or just hanging out at your hotel or vacation rental.

The Details: 2XS to 3XL | Lyocell, polyester, lycra

Most Versatile

Marine layer short sleeve midi dress.

Marine Layer

This seasonless little black dress can be layered, accessorized, and styled many ways, no matter the weather.

It only comes in one color and doesn't have pockets.

The little black dress – but make it seasonless. Marine Layer reimagined its best-selling Lexi Dress (a midi-length, sleeveless style) with a slightly thicker fabric, then added a mock neck and above-the-elbow sleeves. The result is an incredibly versatile piece you can wear in winter, spring, summer, or fall. It's a stellar evening dress for warm climates and can be layered and accessorized for transitional weather. In the cold months, wear it with tights, boots, a cardigan, and a warm overcoat.

The Details: XS to XL | Tencel lyocell, spandex

Best Day-to-night

Modern citizen yimei mock-neck side-slit dress.

Modern Citizen

This wrap-inspired dress can be worn all day, whether you have brunch, shopping, a work meeting, or a networking event on your itinerary.

You can machine wash it on a delicate cycle, but let it air dry.

During the day, the Yimei Dress can be worn with sandals or flats while shopping, out to lunch, or to a work meeting. Then throw on heels and a blazer to transition your look to evening attire for happy hour, a dinner reservation, or a networking event. It's professional and elegant but not so fancy that you'll look out of place at more casual outings. We like that it looks like a wrap dress but doesn't require any wrapping, tying, or retightening throughout the day. What's more, the soft, stretchy fabric won't wrinkle in your suitcase or on your body.

The Details: XS to 2XL | Hemp, cotton, spandex

Tips for Buying Travel Dresses

Consider versatility.

The best travel dresses are versatile. This means they can be worn in multiple seasons in different climates, layered with other pieces, easily accessorized, and styled many ways. Ideally, you'll be able to wear the dress more than once on your trip (or at least day and night), so you don't have to pack as many outfits. With this in mind, look for mid-weight fabrics, medium lengths, odor-resistant materials, and neutral hues.

Think about care instructions

You should also consider the care requirements of your travel dresses. A machine washable design is ideal, especially if you'll have access to a washing machine on your trip. But even if a dress calls for hand washing, you can clean it in your hotel room (or anywhere with a sink) and let it air dry.

Sweat-wicking and odor-resistant materials like wool, cashmere, and some performance fabrics don't need to be washed after every use. This is great for travel dresses, as you can wear them multiple times and pack fewer clothing items in your suitcase.

A wrinkle-resistant dress made of a stretchy, durable material can be folded or rolled up compactly in a suitcase. However, more delicate pieces should be carefully folded and placed on top of your other items. In some cases, a garment bag might be necessary to protect the fabric and prevent a dress from wrinkling en route.

The best materials for travel dresses are stretchy, wrinkle-resistant, breathable, and sweat-wicking. Many fabrics and textile blends have these qualities. Natural materials like wool, cotton, and viscose tend to be the most breathable, and they keep odor-causing bacteria at bay. But they're not always as durable or flexible as their synthetic counterparts.

Tencel lyocell and modal are exceptions, as they're naturally derived and inherently stretchy. Travel-friendly synthetic fibers include polyester, polyamide, elastane, nylon, lycra, and spandex.

Why Trust Travel + Leisure

Travel + Leisure contributor Theresa Holland is a seasoned commerce writer specializing in travel, apparel, lifestyle, and shopping. She knows how to find the best pieces for any season and occasion and has personally tried items from several brands featured here. Some of her favorites include Quince, Athleta, Everlane, Skims, Nordstrom, Aday, and Unbound Merino.

Love a great deal? Sign up for our T+L Recommends newsletter and we'll send you our favorite travel products each week.

Petite Dressing

Over 50? Here's 25 Chic Casual Outfits in 2024 Every Woman Must Try

Posted: March 7, 2024 | Last updated: March 9, 2024

If you are over 50, you probably have a different preference and standards for what your casual outfits should look like, compared with when you were 20s. You probably realize less is more and classy is more important than trends.

With that in mind, if you are looking for casual outfit ideas over 50, here we have 25 best outfits for your inspiration!

Wear Structured Blazers

Are you thinking about how a structured blazer could revolutionize your wardrobe, especially in your 50s? Well, they effectively define your waist and streamline your getup! 

However, it’s not just about style; it’s about owning your confidence and authority. Slip into one of these tailored wonders and feel empowered in any room! 

Who said neutral had to be boring? Khaki or black, the choice is yours for endless versatility.

Opt for Colorful Sweaters

Whoever said you only need to stick to black and white once you turn 50? I assure you that it clearly shouldn’t be the case and you should start shopping for colorful knit sweaters to keep you cozy and youthful.

The textured charm of knitwear, combined with the radiant glow colorful pieces can give, visibly add layers of depth and glow to your overall look. Don’t be afraid to explore your color palette and just balance the colors out by pairing them with neutral bottoms and you’re good to go!

Try Pastel Shirts

Have you ever thought about adding pastel shirts to your wardrobe? They’re like a breath of fresh air, brightening up your look and giving your complexion a radiant boost. 

Think blush pink, baby blue, or mint green – soft hues that exude youthful charm and bring a splash of positivity to any outfit. Pastel shirts are adaptable; whether you’re going for casual cool or sophisticated elegance, there’s a styling option to match your mood.

Matching sets

Wearing a matching set is one of the easiest ways to elevate your casual style.

You can go with solids or prints, and they can both work well because a matching set itself makes the outfit look more polished.

A belt can instantly make your casual outfit look more polished. The key is to make sure you pick a color for the belt that goes with the color of your bottom.

If you are wearing white or light color bottom, opt for beige or similar color will make sure your accessory look cohesive with your outfit.

Wear Wrap Skirts

Ready to unlock the age-defying charm of wrap skirts? These all-around wonders aren’t just about style – they’re a figure-flattering revelation for women in their 50s.

This skirt has a silhouette-enhancing design that cinches at the waist, celebrating your curves with grace and sophistication. But here’s where it gets exciting: the wrap-around feature offers a tailor-made fit, ensuring you feel as comfortable as you look stunning. 

Wear Flowy Maxi Skirts

Maxi skirts can look super classy and confident on a woman in her 50s! To add to that, having it in a flowy fabric creates an elongated silhouette that gracefully transforms your figure, adding a dash of elegance and making you feel like a graceful goddess!

There’s more to love – the flowy fabric dances around your curves, accentuating your femininity with every step. Bid farewell to ordinary and hello to extraordinary – because with maxi skirts, age becomes nothing but a number in your journey of timeless style.

Dress Up White T-Shirt

Let’s talk about the silent power of a white t-shirt – well, it’s more than just a basic; that crisp, clean characteristic of white shirts can serve as a canvas to a lot of fashion pieces. I suggest you make the most out of it by dressing it up with bottoms that have more distinctive looks.

One example is by pairing it with this flowy A-Line maxi skirt that features a contrasting volume. Also, folding the shirt to create the “cropped” look is also a great way to add more depth and youthfulness to your style.

Wear Florals Wisely

Stand out from the crowd and embrace the charm of floral dresses – a delightful infusion of femininity and elegance. These striking patterns and vibrant colors dance across your silhouette, adding a youthful touch to your style that’s impossible to ignore. 

The flowing silhouette, nonetheless, is like poetry in motion, gracefully draping over your curves and augmenting your femininity with every step.

Plaid Pants

Plaid pants can make any outfit look chic. Plaid pants can always provide comfort and easy movement whether you are running errands or going out! They are very versatile and can be dressed up or down.

Wear Wrap Dresses

If you’re wondering what’s the secret to timeless elegance in your 50s, wear a wrap dress. They’re not just flattering; they’re downright enchanting, which highlights your curves and celebrates your waistline with easy-peasy grace. 

However, what truly sets them apart? It’s the fabric that cascades and flows over your body, creating an aura of pleasing subtlety. 

Wear Denim Jumpsuits

Are you up to redefining your style with a denim jumpsuit? For women in their 50s, this structured silhouette offers more than just fashion—it’s about empowerment. 

A denim jumpsuit offers a streamlined look that underlines your figure, whereas the denim fabric provides comfort and durability. Additionally, the jumpsuit’s one-piece design eliminates the need for coordinating separate pieces, making it a convenient option for any event. 

Wear Floral Maxi Skirts

Floral maxi skirts are an expression of vibrant style and unapologetic confidence – the flowing fabric billows around you, whispering secrets of floral elegance and ageless charm. With every sway, you command attention, radiating refinement that captivates all who cross your path. 

The beauty of maxi skirts lies in their versatility – dress them up or down, and they’ll never fail to impress. You can even pair them with a plain t-shirt for a look that’s equal parts comfy and playful. 

Wear Linen Skirts

Linen skirts aren’t just for beach vacations – they’re a stylish staple for women in their 40s who know how to beat the heat in style. Visualize yourself strolling through summer markets, the gentle breeze catching the flow of your linen skirt as you exude straightforward elegance.

The lightweight fabric keeps you cool and comfortable while the relaxed silhouette drapes beautifully, flattering your figure with every step.

Wear Chunky Knit Sweaters

Chunky knit sweaters aren’t just for winter – they’re a cozy companion for chilly evenings and stylish layering all year round! Swaddle yourself in the warmth of a chunky knit, the soft yarns embracing you like a comforting hug. 

The oversized silhouette adds a dash of casual chic to any ensemble, whether paired with jeans for a regular weekend look or layered over a dress for added texture and warmth. 

Wear Linen Jumpsuits

Linen jumpsuits: where laid-back meets luxury, tailor-made for ladies in their 50s. Slipping into the airy embrace of linen – it’s like feeling the caress of its fabric against your skin.

Its natural breathability keeps you cool and collected, no matter the heat. The easygoing fit and wide-leg silhouette effortlessly elongate your figure, making your ensemble a lot more tasteful without even trying.

Wide-Leg Pants

Wide-leg pants will forever be a staple in your closet. They will make anyone look luxurious and provide comfort for any occasion! You can add a belt to accentuate your waist and any shoe that you want!

Try Bright Jumpsuits

Get into the spotlight with bright jumpsuits that demand attention and exude confidence! Say goodbye to dull neutrals and embrace the vibrant hues that light up any room.  

Whether it’s an eye-catching orange or sunshine yellow, a bright jumpsuit adds a bold pop of color to your getup. The sleek silhouette yields a powerful yet playful demeanor that’s perfect for making a statement.

Go for Pleated Skirts

By wearing pleated skirts in your 50s, you’re making a playful statement piece that’s sure to turn heads wherever you go. The gentle folds of pleated skirts create visual interest and texture, drawing the eye downward and elongating the body for a slimming effect. 

The lightweight fabric and relaxed fit provide ease of movement, allowing for all-day wear without feeling constricted. This is beneficial for women in their 50s as it accentuates their graceful stature and enhances their general appearance!

Lace Blouse

Lace blouses are elegant and can be paired with almost anything in your closet. Lace blouses give a touch of delicacy and femineity to any look. You can pair it with almost anything in your closet, from jeans to skirts.

Try a Monochromatic Look

One of the key benefits of a monochromatic look is its ability to create a streamlined silhouette that flatters the figure and elongates the body. By dressing in a single color from head to toe, women in their 50s can achieve a cohesive and confidence-boosting appearance.

A monochromatic look is your ticket to easy outfit coordination and planning. From subtle understated combinations to bold statement-making ensembles, the options are limitless.

Wear White Denim Jeans

Unlock the power of white denim jeans! White is a classic color that also helps seamlessly balance your proportions by elongating the legs and slimming your silhouette for an overall enhanced appearance. 

From laid-back vibes with a simple tee to polished perfection with a blouse and heels, white denim jeans are pretty much style chameleons because they can easily blend with a wide variety of other pieces you got in your closet!

A line dresses

A line dresses are one of the best styles for women over 50. They not only the most accommodating, but also the most comfortable.

You can go with your favorite colors or prints, and choose any fabrics.

If you live in a warmer area, in general, you want to opt for natural fabrics such as linen or cotton, as these are most gentle on your skin.

Waist cinching tops

Cinching your waist is important for women of any age, and it also applies even when you are 50.

It is not uncommon that when we age, many women tend to default to loosely fitted clothes, presuming that a looser fit can “hide” your body better.

It works quite the opposite way.

Whenever your waist is cinched, your outfit will look not only more feminine but also more youthful.

So, ditch anything too loose and opt for a waist cinching style!

More styling tips from Petite Dressing

• 30 Easy and Stunning Beach Outfits in 2024 Every Woman Should Try
• 25 Stylish Cardigan Outfits in 2024 Every Woman Must Try

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